- 1H NMR spectroscopy-guided isolation of new sucrose esters from Physalis alkekengi var. franchetii and their antibacterial activity
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Ten new sucrose esters, physakengoses A–J (1???10), were isolated from the aerial parts of Physalis alkekengi var. franchetii under the guidance of 1H NMR spectroscopy. Their structures were determined by spectroscopic analyses (HRESIMS, 1D and 2D NMR, and ESIMS) and chemical methods. These new compounds were tested for antibacterial activities against Staphylococcus aureus, Bacillus subtilis, Pseudomonas aeruginosa and Escherichia coli. Among them, compounds 2 and 5–8 showed potent inhibitory effects against test strains with MIC values ranging from 3.5 to 14.9?μg/mL. These findings may indicate that the P. alkekengi var. franchetii has potential application as an ingredient in pharmaceuticals.
- Zhang, Chuan-Yang,Luo, Jian-Guang,Liu, Rui-Huan,Lin, Ru,Yang, Ming-Hua,Kong, Ling-Yi
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- PURIFICATION AND PROPERTIES OF SUCROSE-6 PHOSPHATASE FROM PISUM SATIVUM SHOOTS
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Sucrose-6-phosphatase from pea shoots, which was purified to homogeneity, consists of two similar subunits each with an MW of about 55000.The pH optimum was at 6.8; the Km for sucrose-6-phosphatase was 250 μM and the Km for magnesium
- Whitaker, David
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- Physakengoses K-Q, seven new sucrose esters from Physalis alkekengi var. franchetii
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Seven sucrose esters, physakengoses K-Q (1–7) were isolated from the aerial parts of Physalis alkekengi var. franchetii. Their structures were elucidated on the basis of extensive spectroscopic analyses and chemical methods. These new compounds were teste
- Zhang, Chuan-Yang,Luo, Jian-Guang,Liu, Rui-Huan,Lin, Ru,Yang, Ming-Hua,Kong, Ling-Yi
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- Four new sucrose diesters of substituted truxinic acids from Trigonostemon honbaensis with their anoctamin-1 inhibitory activity
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Truxinic acid sucrose diesters analogs possess interesting chemical structure by the presence of cyclobutane-ring and macrocyclic sucrose diesters moieties which are rarely found from natural sources. This paper describes the isolation and structural elucidation of four new sucrose diesters of substituted truxinic acids, trigohonbanosides A-D (1–4), from the leaves of Trigonostemon honbaensis. Their chemical structures were elucidated by HR-ESI-MS, NMR, and CD spectroscopic methods. At a concentration of 30 μM, compounds 1–4 moderately inhibited ANO-1 activity with inhibitory percentages of 27.7 ± 1.10percent, 35.6 ± 0.92percent, 43.7 ± 1.61percent, and 40.8 ± 1.25percent, respectively.
- Ban, Ninh Khac,Doan, Vu Van,Kiem, Phan Van,Kim, Seung Hyun,Namkung, Wan,Nhiem, Nguyen Xuan,Seo, Yohan,Tai, Bui Huu,Tiep, Tran Van,Truong, Luu Hong,Yen, Duong Thi Hai
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- Medicinal flowers. XXXVIII.1) structures of acylated sucroses and inhibitory effects of constituents on aldose reducatase from the flower buds of Prunus mume
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The methanolic extract from the flower buds of Prunus mume, cultivated in Zhejiang province, China, showed an inhibitory effect on aldose reductase. From the methanolic extract, five new acylated sucroses, mumeoses F-J, were isolated together with 29 known compounds. The chemical structures of the new compounds were elucidated on the basis of chemical and physicochemical evidence. The inhibitory effects of the isolated compounds on aldose reductase were also investigated. Acylated quinic acid analogs, which are one of the major compounds of the flower buds of P. mume, were shown to substantially inhibit aldose reductase. In particular, mumeic acid-A was found to exhibit a potent inhibitory effect [IC50=0.4 μm].
- Fujimoto, Katsuyoshi,Nakamura, Seikou,Matsumoto, Takahiro,Ohta, Tomoe,Ogawa, Keiko,Tamura, Haruka,Matsuda, Hisashi,Yoshikawa, Masayuki
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- Peruvioses A to F, sucrose esters from the exudate of Physalis peruviana fruit as α-amylase inhibitors
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The fruit of Physalis peruviana is widely used in traditional Colombian medicine as an antidiabetic treatment. The aim of the study reported here was to identify the compounds responsible for the hypoglycemic activity using the α-amylase inhibition test. Bioguided fractionation of a dichloromethane extract of the sticky exudate that covers the fruit allowed the isolation and identification of three new sucrose esters, named as peruvioses C–E (1–3), along with the known peruvioses A (6), B (5) and F (4), the structures of which were elucidated by extensive NMR and MS experiments. These compounds proved to be responsible for the hypoglycemic activity observed in the extract. Peruviose D (2) showed the highest activity, with an inhibitory activity value of 84.8%. This is the first study to establish the potential of sucrose esters as α-amylase inhibitors and to explain the hypoglycemic effect that has traditionally been attributed to gooseberry fruit.
- Bernal, Carlos-A.,Castellanos, Leonardo,Aragón, Diana M.,Martínez-Matamoros, Diana,Jiménez, Carlos,Baena, Yolima,Ramos, Freddy A.
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- Smilasides M and N, two new phenylpropanoid glycosides from Smilax riparia
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Two new phenylpropanoid glycosides, smilasides M and N, together with the known compound 2,6-diacetyl-3,6-diferuloylsucrose, were isolated and characterized from the roots and rhizomes of Smilax riparia A. DC. The structures of the new compounds were elucidated as 2,6-diacetyl-3-Z-feruloyl-6- feruloylsucrose (1) and 2,6-diacetyl-3-feruloyl-6-Z-feruloylsucrose (2) on the basis of extensive analysis of HR-ESI-MS, UV, IR, and 1D and 2D NMR spectroscopic data.
- Sun, Ting-Ting,Zhang, Dian-Wen,Han, Yan,Dong, Fang-Yan,Wang, Wei
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- ANTI-VIRAL COMPOUNDS AND METHODS OF USE
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The present disclosure relates to compounds and compositions for use in treating disease, such as viral infection. As disclosed herein, the compounds include an “NMN-like” moiety linked to another moiety with biological activity upon administration. In some cases, the disease to be treated is infection with viruses. Such viruses include coronaviruses, such as SARS, MERS, or COVID-19, HIV, and viruses associated with hepatitis. Further, the invention relates to methods of using such compounds or compositions to promote the increase of intracellular levels of nicotinamide adenine dinucleotide (NAD) in cells and tissues for treating diseases and/or improving cell and tissue survival.
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- Feruloyl sucrose derivatives from the root of Xerophyllum tenax
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A phytochemical investigation of the roots of Xerophyllum tenax led to the isolation of three undescribed feruloyl sucrose derivatives along with two known feruloyl sucrose derivatives, heloniosides A and B. This is the first report of their occurrence in the genus Xerophyllum and the family Melanthiaceae. The structures of these compounds were elucidated on the basis of chemical and spectroscopic analysis including 1D and 2D NMR and analysis of MS-MS fragmentation.
- Liu, Xueling,Atha, Daniel,Clark, Benjamin R.,Borris, Robert P.
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- Safe and Effective Method of Treating Ulcerative Colitis with Anti-IL12/IL23 Antibody
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Described are methods and compositions for clinical proven safe and effective treatment of ulcerative colitis, particularly moderately to severely active ulcerative colitis in patients who have had an inadequate response to or are intolerant of a conventional or existing therapy by intravenous and/or subcutaneous administration of an anti-IL-12/IL-23p40 antibody.
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- Inulinase immobilisation in PAA/PEG composite for efficient fructooligosaccharides production
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Inulinase was immobilised by entrapment method in polyacrylamide/polyethylene glycol composite and evaluated for its efficiency for short-chain fructooligosaccharides (3–6 degrees of polymerisation) production in batch hydrolysis system. Aqueous two-phase
- Dimitrovski, Darko,Krastanov, Albert,Temkov, Mishela,Velickova, Elena
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- WATER-SOLUBLE SOLID OR SEMI-SOLID DISPERSION OF PARTICLES
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Disclosed are solid or semisolid compositions the including finely divided particles and a water-soluble matrix that dissolves and disperses the particles when in contact with water. Also disclosed are kits for reducing and/or inhibiting odor formation on garment. The kit include one or more containers, wherein at least one of the one or more container includes solid or semisolid compositions the including finely divided particles and a water-soluble matrix that dissolves and disperses the particles when in contact with water. An edible silver delivery system including the compositions is disclosed as are methods of delivering silver to a subject in need thereof.
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- METHOD FOR SCREENING SALTY-TASTE MODIFYING SUBSTANCE
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A method for screening an objective substance such as a salty-taste modifying substance is provided. It is identified by using a TMC6 protein whether a test substance is an objective substance such as a salty-taste modifying substance.
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- Efficient Hydrolytic Breakage of β-1,4-Glycosidic Bond Catalyzed by a Difunctional Magnetic Nanocatalyst
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A novel difunctional magnetic nanocatalyst (DMNC) was prepared and used to catalyse the hydrolytic breakage of β-1,4-glycosidic bonds. The functional nanoparticle displayed excellent catalytic activity for hydrolysis of cellobiose to glucose under moderate conditions. The conversion of cellobiose and yield of glucose could reach 95.3 and 91.1 %, respectively, for a reaction time of 6 h at pH 4.0 and 130°C. DMNC was also an efficient catalyst for the hydrolysis of cellulose: 53.9 % microcrystalline cellulose was hydrolyzed, and 45.7 % reducing sugar was obtained at pH 4.0 and 130°C after 10 h. The magnetic catalyst could be recycled and reused five times without significant loss of catalytic activity.
- Yang, Ren-Qiang,Zhang, Ni,Meng, Xiang-Guang,Liao, Xiao-Hong,Li, Lu,Song, Hong-Jin
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p. 559 - 565
(2018/09/12)
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- Transcriptome-wide identification of sucrose synthase genes in Ornithogalum caudatum
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OCAP-2-1, OCAP-2-2, OCAP-3-1 and OCAP-3-3, four glucose-containing polysaccharides from Ornithogalum caudatum, exhibit antitumor activity, suggesting their potential application as natural antitumor drugs. Although the incorporation of glucose into these polysaccharides from UDP-d-glucose is reasonably well understood, the cDNA isolation and functional characterization of genes responsible for UDP-d-glucose biosynthesis from O. caudatum has not been identified. Here, we present a full characterization of the sucrose synthase family, a Leloir glycosyltransferase responsible for UDP-d-glucose biosynthesis from O. caudatum. Specifically, a transcriptome-wide search for Sus genes in O. caudatum was first performed in the present study. A total of 5 unigenes sharing high sequence identity with Sus were retrieved from transcriptome sequencing. Three full-length Sus-like candidates derived from this unigene assembly were then obtained and isolated by reverse transcription polymerase chain reaction (RT-PCR) from O. caudatum. Additional analysis showed two conserved domains (sucrose synthase and glycosyl transferase domains) were present in this family. Phylogenetic analysis indicated that the OcSus1 and OcSus2 could be clustered together into a monocots specific clade, while OcSus3 could be classified into M & D1 category with members from the monocots and dicots species, displaying an evolutionary consistency with other plant species. These candidate isoenzymes were screened by functional expression in E. coli individually as standalone enzymes. All three cDNAs were identified to be bona fide genes and encoded sucrose synthase with varied kinetic properties. To further explore the possible role of these Sus proteins in polysaccharide biosynthesis, transcript profiles of the three genes were subsequently examined by real-time quantitative PCR in various tissues. OcSus1 and OcSus2 were therefore assumed to be responsible for the biosynthesis of the four glucose-containing polysaccharides due to their expression profiles in O. caudatum. Taken together, these data provide further comprehensive knowledge for polysaccharide biosynthesis in O. caudatum and broaden the potential application of Sus in metabolic engineering or synthetic biology as a potential gene part.
- Li, Li-Na,Kong, Jian-Qiang
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p. 18778 - 18792
(2016/03/01)
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- Method for Screening Lyophilized Parenteral Formulations
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Embodiments of the present invention feature methods for screening parenteral formulations which require small quantities of drug and rapid results. The method features steps of identifying one or more solutions for reconstitution and applying the solutions to lyophilized drug, excipient and diluent combinations.
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- Lactose- and cellobiose-derived branched trisaccharides and a sucrose-containing trisaccharide produced by acceptor reactions of Weissella confusa dextransucrase
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Dextran-producing Weissella have received significant attention. However, except for maltose, the acceptor reactions of Weissella dextransucrases with different sugars have not been investigated. The action of recombinant Weissella confusa VTT E-90392 dextransucrase was tested with several potential acceptors, particularly, analogs lactose and cellobiose. The major acceptor products of both disaccharides were identified as branched trisaccharides, with a glucosyl residue α-(1→2)-linked to the acceptor's reducing end. An additional product, isomelezitose (6Fru-α-Glcp-sucrose), was also produced when using lactose as an acceptor. This is the first report of the synthesis of isomelezitose by a dextransucrase. The NMR spectra of the three trisaccharides were fully assigned, and their structures were confirmed by selective enzymatic hydrolysis. The trisaccharides prepared from 13C6glc sucrose and lactose were analyzed by ESI-MSn, and the fragmentation patterns of these compounds were characterized.
- Shi, Qiao,Juvonen, Minna,Hou, Yaxi,Kajala, Ilkka,Nyyss?l?, Antti,Maina, Ndegwa Henry,Maaheimo, Hannu,Virkki, Liisa,Tenkanen, Maija
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p. 226 - 236
(2015/06/02)
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- Cs-substituted tungstophosphate-supported ruthenium nanoparticles as efficient and robust bifunctional catalysts for the conversion of inulin and cellulose into hexitols in water in the presence of H2
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Cellulose and inulin, two important biomasses, can be transformed to polyols using bifunctional catalysts combining acid sites for hydrolysis and metal nanoparticles for hydrogenation. Here, we report that Ru nanoparticles loaded on a Keggin-type polyoxometalate, i.e., Cs3PW12O40, without intrinsic Bronsted acidity exhibit superior catalytic performances for the transformation of inulin and cellulose into hexitols in water in the presence of H2. We demonstrated that new Bronsted acid sites were generated from H2 on the Ru/Cs3PW12O40 catalyst. The H2-originated reversible Bronsted acid sites were robust during the transformation of biomass under hydrothermal conditions. We further found that the mean size of Ru nanoparticles determined the product selectivity in the conversion of inulin under H2. The catalyst with larger Ru nanoparticles favoured the formation of fructose, the hydrolysis product, while the major products were hexitols over the catalyst with a smaller Ru particle size. We clarified that, as compared to that of inulin hydrolysis, the rate of fructose hydrogenation increased more rapidly upon decreasing the Ru particle size.
- Deng, Weiping,Zhu, Enze,Liu, Mi,Zhang, Qinghong,Wang, Ye
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p. 43131 - 43141
(2015/02/19)
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- Anti-inflammatory and antitumor phenylpropanoid sucrosides from the seeds of Raphanus sativus
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A bioassay-guided fractionation and chemical investigation of the MeOH extract of Raphanus sativus seeds resulted in the isolation and identification of eight phenylpropanoid sucrosides (1-8) including two new compounds, named raphasativuside A and B (1-2) from the most active CHCl3-soluble fraction. The structures of these new compounds were elucidated through spectral analysis, including extensive 2D-NMR data, and chemical reaction experiments. We evaluated the anti-inflammatory effects of 1-8 in lipopolysaccharide (LPS)-stimulated murine microglia BV2 cells. Compounds 2 and 5 exhibited significant inhibitory effect on nitric oxide production in LPS-activated BV-2 cells with IC50 values of 21.63 and 26.96 μM, respectively. All isolates were also evaluated for their antiproliferative activities against four human tumor cell lines (A549, SK-OV-3, SK-MEL-2, and HCT-15). Compounds 1-7 showed consistent cytotoxicity against A549, SK-OV-3, SK-MEL-2, and HCT-15 cell lines with IC50 values of 6.71-27.92 μM. Additionally, the free-radical scavenging activity of 1-8 was assessed using the DPPH (2,2-diphenyl-1-picrylhydrazyl) assay where compounds 1, 3, and 4 scavenged DPPH radical strongly with IC50 values of 23.05, 27.10, and 29.63 μg/mL, respectively.
- Kim, Ki Hyun,Kim, Chung Sub,Park, Yong Joo,Moon, Eunjung,Choi, Sang Un,Lee, Jei Hyun,Kim, Sun Yeou,Lee, Kang Ro
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supporting information
p. 96 - 99
(2015/02/19)
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- Structures of acylated sucroses from the flower buds of Prunus mume
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Seven new acylated sucroses, mumeoses P-V, were isolated from the flower buds of Prunus mume, cultivated in Zhejiang province, China. Their chemical structures were elucidated on the basis of chemical and physicochemical evidence. Moreover, mumeoses C, D,
- Fujimoto, Katsuyoshi,Nakamura, Seikou,Matsumoto, Takahiro,Ohta, Tomoe,Yoshikawa, Masayuki,Ogawa, Keiko,Kashiwazaki, Eri,Matsuda, Hisashi
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p. 481 - 487
(2014/08/05)
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- Niobic acid nanosheets synthesized by a simple hydrothermal method as efficient Bronsted acid catalysts
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This paper reports a novel bottom-up hydrothermal route for the synthesis of niobic acid nanosheets. This route is simpler and greener than the conventional top-down and multistep route for the synthesis of hydrated metal oxide nanosheets via exfoliation of layered compounds, which typically requires the use of bulky organic cations. We have clarified that the pH of the suspension for hydrothermal treatment, the hydrothermal temperature and time, and the presence of NH4+ play roles in determining the morphology of the product. We propose that the nanosheet is formed from amorphous niobic acid nanoparticles through a dissolution-crystallization mechanism. The obtained niobic acid nanosheets are uniform with a thickness of ～2 nm and uniquely possess mainly Bronsted acid sites. As compared to the conventional amorphous niobic acid and several other typical solid acid catalysts, the niobic acid nanosheet synthesized by our bottom-up method exhibits significantly higher activity and selectivity for the Friedel-Crafts alkylation of anisole with benzyl alcohol. We have further demonstrated that our niobic acid nanosheet is a water-tolerant and efficient catalyst for the hydrolysis of inulin, a polysaccharide-based biomass, into fructose.
- Fan, Wenqing,Zhang, Qinghong,Deng, Weiping,Wang, Ye
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p. 3277 - 3287
(2013/09/23)
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- Acylated sucroses and acylated quinic acids analogs from the flower buds of Prunus mume and their inhibitory effect on melanogenesis
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The methanolic extract from the flower buds of Prunus mume, cultivated in Zhejiang Province, China, showed an inhibitory effect on melanogenesis in theophylline-stimulated B16 melanoma 4A5 cells. From the methanolic extract, five acylated sucroses, mumeoses A-E, and three acylated quinic acid analogs, 5- O-(E)-p-coumaroylquinic acid ethyl ester, and mumeic acid-A and its methyl ester, were isolated together with 13 known compounds. The chemical structures of the compounds were elucidated on the basis of chemical and physicochemical evidence. Inhibitory effects of the isolated compounds on melanogenesis in theophylline-stimulated B16 melanoma 4A5 cells were also investigated. Acylated quinic acid analogs substantially inhibited melanogenesis. In particular, 5-O-(E)-feruloylquinic acid methyl ester exhibited a potent inhibitory effect [inhibition (%): 21.5 ± 1.0 (P 97% at 10 μM]. It is concluded that acylated quinic acid analogs are promising therapeutic agents for the treatment of skin disorders.
- Nakamura, Seikou,Fujimoto, Katsuyoshi,Matsumoto, Takahiro,Nakashima, Souichi,Ohta, Tomoe,Ogawa, Keiko,Matsuda, Hisashi,Yoshikawa, Masayuki
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p. 128 - 136
(2013/10/21)
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- New acylated oligosaccharides from Pistacia integerrima
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Integrisides A (1) and B (2), new acylated oligosaccharides, have been isolated from the n-butanol-soluble sub-fraction of the methanolic extract collected from the aerial parts of Pistacia integerrima. Their structures were elucidated by spectroscopic techniques and hydrolysis.
- Ullah, Zia,Mehmood, Rashad,Imran, Muhammad,Malik, Abdul,Afzal, Rehana A.
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p. 2027 - 2032
(2014/01/06)
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- Cloning, expression, properties, and functional amino acid residues of new trehalose synthase from Thermomonospora curvata DSM 43183
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A new trehalose synthase (TreS) gene from Thermomonospora curvata DSM 43183 was cloned and expressed in Escherichia coli XL10-Gold. The purified recombinant enzyme (TreS-T.C) could catalyze the reversible interconversion of maltose and trehalose of sucrose into trehalulose without other disaccharides including isomaltulose at an optimum temperature of 35 °C and a pH of 6.5. The Km of TreS-T.C for maltose (96 mM) was lower than those for trehalose (198 mM) and sucrose (164 mM), suggesting that maltose is the optimum substrate. The maximum trehalose and trehalulose yields were 70% and >80%, respectively. Active TreS-T.C is a trimer comprising three identical 60 kDa subunits. Homology modeling analysis revealed that TreS-T.C had a GH13-typical (β/α)8 barrel catalytic domain. Two sites, one determining substrate specificity (L116) and the other affecting product formation (E330), were found near the active center by homology modeling combined with site-directed mutagenesis. TreS-T.C may be used effectively as a potential biocatalyst for the production of trehalose and trehalulose from maltose and sucrose in a one-step reaction, respectively. This study also provides a feasible and effective method for studying functional amino acid residues around TreS without performing crystal structure analysis and high-throughput screening.
- Liang, Jiayuan,Huang, Ribo,Huang, Ying,Wang, Xiaobo,Du, Liqin,Wei, Yutuo
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- Probing substrate promiscuity of amylosucrase from neisseria polysaccharea
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The amylosucrase from Neisseria polysaccharea (NpAS) naturally catalyzes the synthesis of a variety of products from sucrose and shows signs of plasticity of its active site. To explore further this promiscuity, the tolerance of amylosucrase towards different donor and acceptor substrates was investigated. The selection of alternate donor substrates was first made on the basis of preliminary molecular modeling studies. From 11 potential donors harboring selective derivatizations that were experimentally evaluated, only p-nitrophenyl-α-D-glucopyranoside was used by the wild-type enzyme, and this underlines the high specificity of the -1 subsite of NpAS for glucosyl donor substrates. The acceptor substrate promiscuity was further explored by screening 20 hydroxylated molecules, including D- and L-monosaccharides as well as polyols. With the exception of one compound, all were successfully glucosylated, and this showcases the tremendous plasticity of the +1 subsite of NpAS, which is responsible for acceptor recognition. The products obtained from the transglucosylation reactions of three selected acceptors were characterized, and they revealed original structures and enzyme enantiopreference, which were more particularly analyzed by insilico docking analyses.
- Daude, David,Champion, Elise,Morel, Sandrine,Guieysse, David,Remaud-Simeon, Magali,Andre, Isabelle
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supporting information
p. 2288 - 2295
(2013/08/23)
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- Three new sucrose fatty acid esters from Equisetum hiemale L.
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Three new monosubstituted sucrose fatty acid esters, 1-3, were isolated from Equisetum hiemale L., together with nine known compounds, 4-12. Their structures were elucidated by spectroscopic analyses. Compounds 5, 6, and 10-12 were isolated from the title
- Cheng, Jin-Tang,Li, Yan,He, Juan,Li, Xing-Yao,Wu, Xing-De,Shao, Li-Dong,Dong, Liao-Bin,Deng, Xu,Gao, Xiu,Peng, Li-Yan,Cheng, Xiao,Zhao, Qin-Shi
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experimental part
p. 1158 - 1163
(2012/09/22)
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- Use of Nifuratel to treat infections caused by Clostridium species
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The present invention is directed to the use of nifuratel, or a physiologically acceptable salt thereof, to treat infections caused by bacteria species of the genus Clostridium. The invention is further directed to the use of nifuratel to treat Clostridium difficile infection (CDI) and in particular Clostridium difficile associated diarrhoea (CDAD).
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- Transglucosylation potential of six sucrose phosphorylases toward different classes of acceptors
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In this study, the transglucosylation potential of six sucrose phosphorylase (SP) enzymes has been compared using eighty putative acceptors from different structural classes. To increase the solubility of hydrophobic acceptors, the addition of various co-solvents was first evaluated. All enzymes were found to retain at least 50% of their activity in 25% dimethylsulfoxide, with the enzymes from Bifidobacterium adolescentis and Streptococcus mutans being the most stable. Screening of the enzymes' specificity then revealed that the vast majority of acceptors are transglucosylated very slowly by SP, at a rate that is comparable to the contaminating hydrolytic reaction. The enzyme from S. mutans displayed the narrowest acceptor specificity and the one from Leuconostoc mesenteroides NRRL B1355 the broadest. However, high activity could only be detected on L-sorbose and L-arabinose, besides the native acceptors D-fructose and phosphate. Improving the affinity for alternative acceptors by means of enzyme engineeringwill, therefore, be a major challenge for the commercial exploitation of the transglucosylation potential of sucrose phosphorylase.
- Aerts, Dirk,Verhaeghe, Tom F.,Roman, Bart I.,Stevens, Christian V.,Desmet, Tom,Soetaert, Wim
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experimental part
p. 1860 - 1867
(2011/12/04)
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- PYRROLOBENZODIAZEPINES AND CONJUGATES THEREOF
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Conjugates and compounds for making conjugates which are PBD molecules linked via the N10 position are disclosed, along with the use of the conjugates for treating proliferative diseases, including cancer.
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- FORMULATION AND METHOD FOR THE TREATMENT OF FUNGAL NAIL INFECTIONS
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The present invention relates to a formulation and method for the treatment of fungal nail infections, such as those caused by Trichophyton rubrum and/or Aspergillus niger. The formulation of the invention comprises glucose oxidase, D-glucose and hydrogen peroxide in an aqueous solution. Advantageously, the formulation of the invention provides a two-stage hydrogen peroxide release for the treatment of the fungal nail infections.
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- LATE BLIGHT RESISTANCE GENES AND METHODS
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This invention provides novel gene sequences, compositions and methods for enhancing the resistance in crops, in particular but not limited to, potato, to late blight caused by the oomycete pathogen Phytophthora infestans.
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- Feruloyl sucrose derivatives from Bistorta manshuriensis
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Bistorta manshuriensis is a well-known Korean medicinal plant traditionally used to treat diarrhea. Phytochemical investigation of the aerial parts of B. manshuriensis led to the isolation of two new feruloyl sucrose derivatives, bistoroside A (1) and bistoroside B (2), together with three known compounds, helonioside A (3), helonioside B (4), and smilaside L (5). The structures of the new compounds were elucidated as (3,6-di-O-Z-feruloyl)-β-D- fructofuranosyl-(1→2)- α-D-glucopyranoside (1) and (3,6-di-O-Z-feruloyl)-β-D-fructofuranosyl-(1→2)-(6′-O-acetyl) -α-D-glucopyranoside (2) on the basis of extensive analysis of 1D and 2D NMR (HMQC and HMBC), HR-FAB-MS, and chemical evidence.
- Kim, Ki Hyun,Chang, Sang Wook,Lee, Kang Ro
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experimental part
p. 519 - 523
(2010/08/04)
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- Use of nifuratel to treat infections caused by atopobium species
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The present invention is directed to the use of nifuratel, or a physiologically acceptable salt thereof, to treat infections caused by Atopobium species. The invention is further directed to the use of nifuratel to treat bacteriuria, urinary tract infections, infections of external genitalia in both sexes, as well as bacterial vaginosis, or mixed vaginal infections in women, when one or more species of the genus Atopobium are among the causative pathogens of those infections.
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- Synthesis of galacto-and mannosucroses
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A concise synthesis of β-D-fructofuranosyl α-D-galactopyranoside (2), and β-D-fructofuranosyl α-D-mannopyranoside (3) is described. Inversion of the C-3 α-hydroxy group of α-D-galactopyranosyl and α-D-mannopyranosyl β-dpsicofuranosides 10 and 11 via oxida
- Ueda, Atsushi,Yamashita, Takanori,Uenishi, Jun'ichi
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experimental part
p. 1711 - 1720
(2011/04/15)
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- Isogenic strain line of bacterium for producing polyhydroxyalkanoate in which polyhydroxyalkanoate synthase gene is disrupted and method for producing polyhydroxyalkanoate using the same
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A host-vector system which is equipped with a substrate supply system enzyme for polyhydroxyalkanoate synthase and which is suitable for evolutionary engineering modification of polyhydroxyalkanoate synthase. An isogenic strain line is produced by disrupting a polyhydroxyalkanoate synthase gene of a bacterium for producing polyhydroxyalkanoate.
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- Ecdysteroids and a sucrose phenylpropanoid ester from Froelichia floridana
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Phytoecdysteroid glycosides (1-5) and a phenylpropanoid ester of sucrose (6) were isolated from the whole plant of Froelichia floridana, along with eight known compounds including three ecdysteroids (7-9), four flavonoids (10-13), and one phenolic compoun
- Wang, Ping,Li, Shiyou,Ownby, Stacy,Zhang, Zhizhen,Yuan, Wei,Zhang, Wanli,Scott Beasley
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experimental part
p. 430 - 436
(2009/07/18)
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- Novel process for preparing sucrose-6-esters
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A process for preparing a sucrose-6-ester, a key intermediate to sucralose. The process contains (a) reacting sucrose with a di(hydrocarbyl)tin oxide or a 1,3-diacyloxy-1,1,3,3-tetra(hydrocarbyl)distannoxane in the presence of a secondary alcohol and an organic polar aprotic solvent, to prepare a mixture comprising 1,3-di-(6-O-sucrose)-1,1,3,3-tetra(hydrocarbyl)distannoxane and the secondary alcohol; and (b) adding an acylating agent to the mixture, thereby acylating the 1,3-di-(6-O-sucrose)-1,1,3,3-tetra(hydrocarbyl)distannoxane to prepare a sucrose-6-ester.
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Page/Page column 4
(2009/04/24)
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- Method for synthesizing oligosaccharides and glycosylation
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The invention relates to an enzymatic method for synthesizing oligosaccharides, whereby one saccharide group of a sucrose analogue each is transferred onto an acceptor molecule, for example for glycosylating a hydroxyl compound, a saccharide, peptide, or a drug. According to the inventive method, an enzymatic synthesis of β-D-fructofuranosyl-a-D-aldopyranoside is carried out in a first step, and in a second step one of the saccharide groups is enzymatically transferred onto the acceptor molecule.
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Page/Page column 5-6
(2009/04/24)
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- High-Potency Sweetener Composition With Phytoestrogen and Compositions Sweetened Therewith
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The present invention relates generally to functional sweetener compositions comprising non-caloric or low-caloric natural and/or synthetic, high-potency sweeteners and methods for making and using them. In particular, the present invention relates to different functional sweetener compositions comprising at least one non-caloric or low-caloric natural and/or synthetic, high-potency sweetener, at least one sweet taste improving composition, and at least one functional ingredient, such as phytoestrogens. The present invention also relates to functional sweetener compositions and methods that can improve the tastes of non-caloric or low-caloric high-potency sweeteners by imparting a more sugar-like taste or characteristic. In particular, the functional sweetener compositions and methods provide a more sugar-like temporal profile, including sweetness onset and sweetness linger, and/or a more sugar-like flavor profile.
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- Synthesis of (+)-sucrose via β-d-psicofuranosylation
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Despite the difficulty of direct β-furanosylation with d-fructose, the synthesis of β-d-fructofuranosyl α-d-glucopyranoside, (+)-sucrose 1, has been achieved stepwise, via β-selective d-psicofuranosylation followed by stereo inversion of a hydroxy group at the C-3 position on the furanose ring. d-Psicofuranosyl donor 10 was prepared in eight steps from d-ribose monoacetonide 3 in excellent yield.
- Uenishi, Jun'ichi,Ueda, Atsushi
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experimental part
p. 2210 - 2217
(2009/04/04)
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- Identification of sucrose diesters of aryldihydronaphthalene-type lignans from Trigonotis peduncularis and the nature of their fluorescence
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Phytochemical investigation of Trigonous peduncularis resulted in the isolation of three aryldihydronaphthalene-type lignan sucrose diesters named trigonotins A-C (1-3). These lignans showed a strong yellow-green fluorescence emission under basic conditions. The structures of the new compounds were elucidated by means of spectroscopic methods, and the nature of their fluorescence was examined.
- Otsuka, Hideaki,Kuwabara, Hidenori,Hoshiyama, Hiromi
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experimental part
p. 1178 - 1181
(2009/06/20)
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- APPLICATIONS OF BIOBASED GLYCOL COMPOSITIONS
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A biobased replacement for propylene glycol and ethylene glycol derived from petrochemical sources is presented. The product mixture from the hydrogenolysis of certain polyols from biobased renewable resources may replace propylene glycol and ethylene glycol products from petrochemical sources. Applications and methods of the biobased hydrogenolysis product mixture are disclosed. The compositions and methods provide a feedstock for industrial use which has a 13C/12C isotope ratio characteristic of bioderived material.
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Page/Page column 11
(2008/06/13)
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- CONTINUOUS NEUTRALIZER MIXER REACTOR AND A CONTINUOUS PROCESS FOR QUENCHING CHLORINATION REACTION MIXTURE IN PRODUCTION OF CHLORINATED SUCROSE
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An improved process of production of a chlorinated sugar is described comprising chlorination of a partially protected sugar, wherein quenching as well as neutralization of chlorinated reaction mass is carried out concurrently and continuously in a reactor which is a continuous mixer as well as quencher providing continuous mixing of chlorination reaction mixture and pH adjusting solution and also provides for continuous quenching and continuous removal of quenched chlorinated reaction mixture.
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Page/Page column 9-10
(2008/06/13)
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- Two novel dicarboxylic acid derivatives and a new dimeric hydrolyzable tannin from walnuts
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In addition to the 16 previously reported polyphenols including 3 new ellagitannins, 2 novel dicarboxylic acid derivatives, glansreginins A (1) and B (2), and a new dimeric hydrolyzable tannin, glansrin D (3), were isolated, together with 15 known compounds from walnuts, the seeds of Juglans regia. The structures of the new compounds were elucidated on the basis of 1D- and 2D-NMR analyses and chemical data. The antioxidant effect of these isolates was also evaluated by SOD-like and DPPH radical scavenging activities.
- Ito, Hideyuki,Okuda, Takahiro,Fukuda, Toshiyuki,Hatano, Tsutomu,Yoshida, Takashi
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experimental part
p. 672 - 679
(2009/09/30)
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- Processing of soybean products by semipurified plant and microbial α-galactosidases
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Galactooligosaccharides (GO) are responsible for intestinal disturbances following ingestion of legume-derived products. Enzymatic reduction of GO level in these products is highly desirable to improve their acceptance. For this purpose, plant and microbial semipurified α-galactosidases were used for GO hydrolysis in soybean flour and soy molasses. α-Galactosidases from soybean germinating seeds, Aspergillus terreus, and Penicillium griseoroseum presented maximal activities at pH 4.0-5.0 and 45-65°C. The K M,app values determined for raffinose by the soybean, A. terreus, and P. griseoroseum α-galactosidases were 3.44, 19.39, and 20.67 mM, respectively. The enzymes were completely inhibited by Ag+ and Hg2+, whereas only soybean enzyme was inhibited by galactose. A. terreus α-galactosidase was more thermostable than the enzymes from the other two sources. This enzyme maintained about 100% of its original activity after 3 h at 60°C. The microbial a-galactosidases were more efficient for reducing GO in soybean flour and soy molasses than soybean enzyme.
- Falkoski, Daniel L.,Guimaraes, Valeria M.,Callegari, Carina M.,Reis, Angelica P.,De Barros, Everaldo G.,De Rezende, Sebastiao T.
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p. 10184 - 10190
(2008/02/09)
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- Synthesis of sucrose analogues and the mechanism of action of Bacillus subtilis fructosyltransferase (levansucrase)
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In the present study, we have coupled detailed acceptor and donor substrate studies of the fructosyltransferase (FTF, levansucrase) (EC 2.4.1.162) from Bacillus subtilis NCIMB 11871, with a structural model of the substrate enzyme complex in order to investigate in detail the roles of the active site amino acids in the catalytic action of the enzyme and the scope and limitation of substrates. Therefore we have isolated the ftf gene, expressed in Escherichia coli, yielding a levansucrase. Consequently, detailed acceptor property effects in the fructosylation by systematic variation of glycoside acceptors with respect to the positions (2, 3, 4 and 6) of the hydroxyl groups from equatorial to axial have been studied for preparative scale production of new oligosaccharides. Such investigations provided mechanistic insights of the FTF reaction. The configuration and the presence of the C-2 and C-3 hydroxyl groups of the glucopyranoside derivatives either as substrates or acceptors have been identified to be rate limiting for the trans-fructosylation process. The rates are rationalized on the basis of the coordination of d-glycopyranoside residues in 4C1 conformation with a network of amino acids by Arg360, Tyr411, Glu342, Trp85, Asp247 and Arg246 stabilization of both acceptors and substrates. In addition we also describe the first FTF reaction, which catalyzes the β-(1→2)-fructosyl transfer to 2-OH of l-sugars (l-glucose, l-rhamnose, l-galactose, l-fucose, l-xylose) presumably in a 1C4 conformation. In those conformations, the l-glycopyranosides are stabilized by the same hydrogen network. Structures of the acceptor products were determined by NMR and mass spectrometry analysis.
- Seibel, Juergen,Moraru, Roxana,Goetze, Sven,Buchholz, Klaus,Na'amnieh, Shukrallah,Pawlowski, Alice,Hecht, Hans-Juergen
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p. 2335 - 2349
(2007/10/03)
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- Treatment of genitourinary tract disorders
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Genitourinary system disorders are treated with therapeutic agents, and optionally further with radiation treatments.
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- Biocatalytic and chemical investigations in the synthesis of sucrose analogues
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Herein, we report about the synthesis of sucrose analogues, obtained by two different approaches: a chemical and an enzymatic. The one step synthesis of the sucrose analogues with the exo-fructosyltransferase (EC 2.4.1.162) from Bacillus subtilis NCIMB 11871, which transfers the fructosyl residue of the substrate sucrose to the monosaccharide acceptors galactose, mannose, xylose and fucose, has been developed. Effects in the fructosylation by variation of the positions of the hydroxyl-groups in glycopyranoside acceptors have been studied in respect to their acceptor properties. In contrast, the chemical equivalent nonenzymatic organic synthesis of galacto-sucrose and manno-sucrose has been achieved including six synthetic steps.
- Seibel, Jürgen,Moraru, Roxana,G?tze, Sven
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p. 7081 - 7086
(2007/10/03)
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- Soy protein product and process for its manufacture
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This invention relates to a soy protein product with a modified sugar profile. The soy protein product has desirable flavor and functional properties. The soy protein product has a high sucrose and monosaccharide content and is low in indigestible oligosaccharides. The soy protein product does not have galactinol that is present in soybeans developed to have a low indigestible oligosaccharide content. The soy protein product is rich in isoflavones. The method for manufacturing the soy protein product uses conventional soybeans that have better agronomic properties than soybeans developed to have a low indigestible oligosaccharide content. The method for manufacturing the soy protein product uses a α-galactosidase enzyme. The method for manufacturing the soy protein product retains the natural level of isoflavones occurring in soybeans.
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Page column 4
(2008/06/13)
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- Compositions and methods for hydroxylating epothilones
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Isolated nucleic acid sequences and polypeptides encoded thereby for epothilone B hydroxylase and mutants and variants thereof and a ferredoxin located downstream from the epothilone B hydroxylase gene are provided. Also provided are vectors and cells containing these vectors. In addition, methods for producing recombinant microorganisms, methods for using these recombinant microorganism to produce hydroxyalkyl-bearing epothilones and an epothilone analog produced by a mutant of epothilone B hydroxylase are provided.
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- Treatment of genitourinary tract disorders
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Genitourinary system disorders are treated with therapeutic agents, and optionally further with radiation treatments.
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