50-69-1Relevant articles and documents
Thermal Behavior of d-Ribose Adsorbed on Silica: Effect of Inorganic Salt Coadsorption and Significance for Prebiotic Chemistry
Akouche, Mariame,Jaber, Maguy,Zins, Emilie-Laure,Maurel, Marie-Christine,Lambert, Jean-Francois,Georgelin, Thomas
, p. 15834 - 15846 (2016)
Understanding ribose reactivity is a crucial step in the “RNA world” scenario because this molecule is a component of all extant nucleotides that make up RNA. In solution, ribose is unstable and susceptible to thermal destruction. We examined how ribose behaves upon thermal activation when adsorbed on silica, either alone or with the coadsorption of inorganic salts (MgCl2, CaCl2, SrCl2, CuCl2, FeCl2, FeCl3, ZnCl2). A combination of13C NMR, in situ IR, and TGA analyses revealed a variety of phenomena. When adsorbed alone, ribose remains stable up to 150 °C, at which point ring opening is observed, together with minor oxidation to a lactone. All the metal salts studied showed specific interactions with ribose after dehydration, resulting in the formation of polydentate metal ion complexes. Anomeric equilibria were affected, generally favoring ribofuranoses. Zn2+stabilized ribose up to higher temperatures than bare silica (180 to 200 °C). Most other cations had an adverse effect on ribose stability, with ring opening already upon drying at 70 °C. In addition, alkaline earth cations catalyzed the dehydration of ribose to furfural and, to variable degrees, its further decarbonylation to furan. Transition-metal ions with open d-shells took part in redox reactions with ribose, either as reagents or as catalysts. These results allow the likelihood of prebiotic chemistry scenarios to be evaluated, and may also be of interest for the valorization of biomass-derived carbohydrates by heterogeneous catalysis.
Comprehensive investigation of the energetics of pyrimidine nucleoside formation in a model prebiotic reaction
Sheng, Yinghong,Bean, Heather D.,Mamajanov, Irena,Hud, Nicholas V.,Leszczynski, Jerzy
, p. 16088 - 16095 (2009)
The problem of β-nucleoside formation under prebiotic conditions represents one of the most significant challenges to the "RNA world" hypothesis. The possibility exists that alternative bases may have come before the contemporary bases (i.e., A, G, C, and
New bisamide compounds from the bark of Aglaia eximia (Meliaceae)
Sianturi, Julinton,Purnamasari, Mayshah,Darwati,Harneti, Desi,Mayanti, Tri,Supratman, Unang,Awang, Khalijah,Hayashi, Hideo
, p. 297 - 301 (2015)
Two new bisamide compounds, eximiamide A (1) and eximiamide B (2) were isolated from the bark of Aglaia eximia (Meliaceae). The chemical structures of the new compound were elucidated on the basis of spectroscopic data. All of the compounds were evaluated for their cytotoxic effects against P-388 murine leukemia cells. Compounds 1 and 2 exhibited cytotoxic activity against P-388 murine leukemia cells with IC50 values of 7.6 and 8.5 μg/mL, respectively.
Biosynthesis of anti-HCV compounds using thermophilic microorganisms
Rivero, Cintia W.,De Benedetti, Eliana C.,Sambeth, Jorge E.,Lozano, Mario E.,Trelles, Jorge A.
, p. 6059 - 6062 (2012)
This work describes the application of thermophilic microorganisms for obtaining 6-halogenated purine nucleosides. Biosynthesis of 6-chloropurine- 2′-deoxyriboside and 6-chloropurine riboside was achieved by Geobacillus stearothermophilus CECT 43 with a conversion of 90% and 68%, respectively. Furthermore, the selected microorganism was satisfactorily stabilized by immobilization in an agarose matrix. This biocatalyst can be reused at least 70 times without significant loss of activity, obtaining 379 mg/L of 6-chloropurine-2′-deoxyriboside. The obtained compounds can be used as antiviral agents.
Isochromans and related constituents from the endophytic fungus Annulohypoxylon truncatum of Zizania caduciflora and their anti- inflammatory effects
Li, Wei,Lee, Changyeol,Bang, Sung Hee,Ma, Jin Yeul,Kim, Soonok,Koh, Young-Sang,Shim, Sang Hee
, p. 205 - 209 (2017)
Six new isochroman derivatives (annulohypoxylomans A-C, 1-3; annulohypoxylomanols A and B, 6 and 7; and annulohypoxyloside, 8), an isocoumarin (annulohypoxylomarin A, 4), and an azaphilone derivative (xylariphilone, 5) were isolated from an ethyl acetate extract derived from cultures of the endophytic fungus JS540 found in the leaves of Zizania caducif lora. The JS540 strain was identified as Annulohypoxylon truncatum. The structures of the isolated compounds were elucidated by one- and two-dimensional nuclear magnetic resonance and mass spectrometry and by comparison with related compounds from the literature. The anti-inflammatory activities of the isolated compounds were evaluated in lipopolysaccharide (LPS)-stimulated bone marrow-derived dendritic cells. Xylariphilone (5) exhibited significant inhibitory effects on LPS-induced interleukin (IL)-6, IL-12 p40, and tumor necrosis factor (TNF)-α production with IC50 values of 5.3, 19.4, and 37.6 μM, respectively. (Chemical Equation Presented).
Two new secondary metabolites from a mangrove-derived fungus Cladosporium sp. JJM22
Wu, Jia-Ting,Zheng, Cai-Juan,Zhang, Bin,Zhou, Xue-Ming,Zhou, Qi,Chen, Guang-Ying,Zeng, Zhuo-Er,Xie, Jin-Long,Han, Chang-Ri,Lyu, Ji-Xing
, p. 34 - 40 (2019)
Two new compounds (1 and 2), together with six known compounds (3–8), were obtained from the Cladosporium sp. JJM22, an endophytic fungus isolated from the stem bark of the mangrove plant Ceriops tagal collected in South China Sea. Their structures were elucidated on the basis of detailed spectroscopic analysis. The absolute configurations of 1 and 2 were confirmed by the comparison of optical rotation and the CD data with those of known compounds. The inhibitory activities of the isolated compounds against six terrestrial pathogenic bacteria and human cervical carcinoma Hela cell line were evaluated. Compound 3 exhibited a broad spectrum of antibacterial activities.
Biochemical characterization of a recombinant acid phosphatase from Acinetobacter baumannii
Smiley-Moreno, Elizabeth,Smith, Douglas,Yu, Jieh-Juen,Cao, Phuong,Arulanandam, Bernard P.,Chambers, James P.
, (2021/06/09)
Genomic sequence analysis of Acinetobacter baumannii revealed the presence of a putative Acid Phosphatase (AcpA; EC 3.1.3.2). A plasmid construct was made, and recombinant protein (rAcpA) was expressed in E. coli. PAGE analysis (carried out under denaturing/ reducing conditions) of nickel-affinity purified protein revealed the presence of a nearhomogeneous band of approximately 37 kDa. The identity of the 37 kDa species was verified as rAcpA by proteomic analysis with a molecular mass of 34.6 kDa from the deduced sequence. The dependence of substrate hydrolysis on pH was broad with an optimum observed at 6.0. Kinetic analysis revealed relatively high affinity for PNPP (Km = 90 μM) with Vmax, kcat, and Kcat/Km values of 19.2 pmoles s-1, 4.80 s-1(calculated on the basis of 37 kDa), and 5.30 × 104 M-1s-1, respectively. Sensitivity to a variety of reagents, i.e., detergents, reducing, and chelating agents as well as classic acid phosphatase inhibitors was examined in addition to assessment of hydrolysis of a number of phosphorylated compounds. Removal of phosphate from different phosphorylated compounds is supportive of broad, i.e., 'nonspecific' substrate specificity; although, the enzyme appears to prefer phosphotyrosine and/or peptides containing phosphotyrosine in comparison to serine and threonine. Examination of the primary sequence indicated the absence of signature sequences characteristic of Type A, B, and C nonspecific bacterial acid phosphatases.
Hypoglycemic triterpenoid glycosides from Cyclocarya paliurus (Sweet Tea Tree)
Chen, Zuhui,Li, Jing,Lv, Wenyan,Sun, Huihui,Tan, Jie,Wang, Wenxuan,Wu, Jianping,Xu, Jialing,Xu, Kangping,Xuan, Tongyao,Yang, Zhichun,Ye, Zijun,Zhu, Hui,Zou, Zhenxing
, (2020/01/06)
Four new rarely occurred seco-dammarane triterpenoid glycosides (1–4) and four new dammarane triterpenoid glycosides (5–8), along with four known triterpenoids (9–12), were isolated from the 70% ethanol extract of the leaves of Cyclocarya paliurus (family Juglandaceae). Their structures were elucidated by extensive spectroscopic methods, including 1D/2D NMR and HRESIMS data, together with chemical analysis and DFT GIAO 13C NMR calculation. In bioassay, compounds 5–8 significantly increased glucose consumption in 3T3-L1 adipocytes, which could be the bioactive constituents for the anti-diabetes effect of the traditional usage of C. paliurus.
ELECTROCHEMICAL METHODS AND SYSTEMS FOR PRODUCING MONOSACCHARIDES
-
Paragraph 0067-0068, (2020/07/15)
The present disclosure is related to electrochemical methods of forming monosaccharides, and systems for generating the same. A benefit of the methods and systems disclosed herein can include the sustainable production of monosaccharides in an automated process. A benefit of the methods and systems herein can be the generation of monosaccharides from renewable source materials. An additional benefit of the methods and systems herein can include the use of abundant feedstocks, such as carbon dioxide, for the efficient generation of select monosaccharides for use as nutrients and for other useful applications. Another benefit of the methods and systems disclosed herein can include reduction of excess carbon dioxide from the environment.
Kinase-Inhibitory Nucleoside Derivatives from the Pacific Bryozoan Nelliella nelliiformis
Bracegirdle, Joe,Gordon, Dennis P.,Harvey, Joanne E.,Keyzers, Robert A.
, p. 547 - 551 (2020/03/19)
Marine organisms are a valuable source of bioactive natural products, yet bryozoan invertebrates have been relatively understudied. Herein, we report nelliellosides A and B, new secondary metabolites of the Pacific bryozoan Nelliella nelliiformis, found using NMR-guided isolation. Their structures, including absolute configurations, were elucidated using spectroscopic and chromatographic techniques. Total synthesis of the natural products and four analogues was also achieved, in addition to an assessment of their biological activity, especially kinase inhibition.
