2835-81-6Relevant articles and documents
CYCLOPEPTIDE ALKALOIDS FROM MELOCHIA CORCHORIFOLIA
Bhakuni, Rajendra S.,Shukla, Yogendra N.,Thakur, Raghunath S.
, p. 324 - 326 (1987)
Adouetine-y' and a new cyclopeptide alkaloide, melofoline, have been isolated from Melochia corchorifolia.The latter was characterized mainly from its mass spectrum and hydrolysis products.Melofoline has N,N-dimethyl-β-hydroxyleucine as the terminal amino acid and 2-aminobutyric acid as the ring amino acid, neither of which has been found in these positions before. Key Word Index--Melochia corchorifolia; Sterculiaceae; aerial parts; cyclopeptide alkaloids; adouetine-y'; melofoline.
Direct Synthesis of Free α-Amino Acids by Telescoping Three-Step Process from 1,2-Diols
Inada, Haruki,Shibuya, Masatoshi,Yamamoto, Yoshihiko
supporting information, p. 709 - 713 (2019/01/25)
A practical telescoping three-step process for the syntheses of α-amino acids from the corresponding 1,2-diols has been developed. This process enables the direct synthesis of free α-amino acids without any protection/deprotection step. This method was also effective for the preparation of a 15N-labeled α-amino acid. 1,2-Diols bearing α,β-unsaturated ester moieties afforded bicyclic α-amino acids through intramolecular [3 + 2] cycloadditions. A preliminary study suggests that the resultant α-amino acids are resolvable by aminoacylases with almost complete selectivity.
Catalytic amino acid production from biomass-derived intermediates
Deng, Weiping,Wang, Yunzhu,Zhang, Sui,Gupta, Krishna M.,Hülsey, Max J.,Asakura, Hiroyuki,Liu, Lingmei,Han, Yu,Karp, Eric M.,Beckham, Gregg T.,Dyson, Paul J.,Jiang, Jianwen,Tanaka, Tsunehiro,Wang, Ye,Yan, Ning
, p. 5093 - 5098 (2018/05/23)
Amino acids are the building blocks for protein biosynthesis and find use in myriad industrial applications including in food for humans, in animal feed, and as precursors for bio-based plastics, among others. However, the development of efficient chemical methods to convert abundant and renewable feedstocks into amino acids has been largely unsuccessful to date. To that end, here we report a heterogeneous catalyst that directly transforms lignocellulosic biomass-derived α-hydroxyl acids into α-amino acids, including alanine, leucine, valine, aspartic acid, and phenylalanine in high yields. The reaction follows a dehydrogenation-reductive amination pathway, with dehydrogenation as the rate-determining step. Ruthenium nanoparticles supported on carbon nanotubes (Ru/CNT) exhibit exceptional efficiency compared with catalysts based on other metals, due to the unique, reversible enhancement effect of NH3 on Ru in dehydrogenation. Based on the catalytic system, a two-step chemical process was designed to convert glucose into alanine in 43% yield, comparable with the well-established microbial cultivation process, and therefore, the present strategy enables a route for the production of amino acids from renewable feedstocks. Moreover, a conceptual process design employing membrane distillation to facilitate product purification is proposed and validated. Overall, this study offers a rapid and potentially more efficient chemical method to produce amino acids from woody biomass components.
A metagenomics approach for new biocatalyst discovery: Application to transaminases and the synthesis of allylic amines
Baud, Damien,Jeffries, Jack W. E.,Moody, Thomas S.,Ward, John M.,Hailes, Helen C.
, p. 1134 - 1143 (2017/08/14)
Transaminase enzymes have significant potential for the sustainable synthesis of amines using mild aqueous reaction conditions. Here a metagenomics mining strategy has been used for new transaminase enzyme discovery. Starting from oral cavity microbiome samples, DNA sequencing and bioinformatics analyses were performed. Subsequent in silico mining of a library of contiguous reads built from the sequencing data identified 11 putative Class III transaminases which were cloned and overexpressed. Several screening protocols were used and three enzymes selected of interest due to activities towards substrates covering a wide structural diversity. Transamination of functionalized cinnamaldehydes was then investigated for the production of valuable amine building blocks.
Processing technique of L-2-amino butyramide hydrochloride
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Paragraph 0017; 0018, (2017/02/02)
The invention relates to a processing technique of L-2-amino butyramide hydrochloride. The processing technique includes: using 2-chlorobutyric acid as a raw material and hexamethylenetetramine as a catalyst to prepare 2-aminobutyric acid; using L-tartaric acid to resolve 2-aminobutyric acid to obtain L-2-aminobutyric acid, acrylating L-2-aminobutyric acid to obtain L-2-aminobutyryl compound, and obtaining L-2-amino butyramide hydrochloride under the condition of ammonia water. The processing technique has the advantages that by the processing technique, reaction yield is increased, and byproducts are few. In addition, the processing technique is mild in reaction condition, easy in reaction control, low in cost, high in yield, high in product purity, low in equipment requirement and suitable for industrial production, and technique safety is improved greatly.
FUNCTIONALIZED FLUORINE CONTAINING PHTHALOCYANINE MOLECULES
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, (2015/03/16)
Functionalized fluorine containing phthalocyanine molecules, methods of making, and methods of use in diagnostic applications and disease treatment are disclosed herein. In some embodiments, the fluorine containing phthalocyanine molecules are functionalized with a reactive functional group or at least one cancer-targeting ligand (CTL). The CTL can facilitate more efficient binding and/or internalization to a cancer cell than to a healthy cell. The CTL can inhibit expression of oncoprotein in some embodiments. The pthalocyanine moiety can be used in diagnostic applications, such as fluorescence labeling of a cancer cell, and/or treatment applications, such as catalyzing formation of a reactive oxygen species (ROS) which can contribute to cell death of a cancer cell.
Meteorites as catalysts for prebiotic chemistry
Saladino, Raffaele,Botta, Giorgia,Delfino, Michela,Di Mauro, Ernesto
, p. 16916 - 16922 (2014/01/06)
From outer space: Twelve meteorite specimens, representative of their major classes, catalyse the synthesis of nucleobases, carboxylic acids, aminoacids and low-molecular-weight compounds from formamide (see figure). Different chemical pathways are identified, the yields are high for a prebiotic process and the products come in rich and composite panels.
Biocatalytic asymmetric synthesis of unnatural amino acids through the cascade transfer of amino groups from primary amines onto keto acids
Park, Eul-Soo,Dong, Joo-Young,Shin, Jong-Shik
, p. 3538 - 3542 (2014/01/06)
Flee to the hills: An unfavorable equilibrium in the amino group transfer between amino acids and keto acids catalyzed by α-transaminases was successfully overcome by coupling with a ω-transaminase reaction as an equilibrium shifter, leading to efficient asymmetric synthesis of diverse unnatural amino acids, including L-tert-leucine and D-phenylglycine. Copyright
Radiation chemical studies of methionine in aqueous solution: Understanding the role of molecular oxygen
Barata-Vallejo, Sebastian,Ferreri, Carla,Postigo, Al,Chatgilialoglu, Chryssostomos
scheme or table, p. 258 - 263 (2011/02/26)
The oxidation of methionine is an important reaction in the biological milieu. Despite a few decades of intense studies, several fundamental aspects remain to be defined. We have investigated in detail the γ-radiolysis of free methionine in the absence and presence of molecular oxygen followed by product characterization and quantification. The primary site of attack by HO? radicals and H? atoms is the sulfur atom of methionine. We have disclosed that HO? radicals do not oxidize methionine to the corresponding sulfoxide in either the presence or the absence of oxygen; the oxidizing species is H2O2 derived either from the radiolysis of water or from the disproportionation of the byproduct O2?-. 3-Methylthiopropionaldehyde is the major product of HO? radical attack in the presence of molecular oxygen. Together with the direct oxidation at sulfur as the major product, the potential of H? atoms is also proven to be highly specific for sulfur atom attack under anoxic and aerobic conditions. The major products derived from the H? atoms attack are found to be α-aminobutyric acid or homoserine, in the absence or presence of oxygen, respectively. All together, these results help clarify the fate of methionine related to a biological environment and offer a molecular basis for envisaging other possible pathways of in vivo degradation as well as other markers.
METHOD FOR SYNTHESIS OF KETO ACID OR AMINO ACID BY HYDRATION OF ACETHYLENE COMPOUND
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Page/Page column 25; 26; 27, (2008/12/06)
An object of the present invention is to provide a method for synthesis of keto acids by hydration of an acetylene compound (acetylene-carboxylic acids) under mild conditions free from harmful mercury catalysts and a method for synthesis of amino acids from acetylene-carboxylic acids in a single container (one-pot or tandem synthesis). In one embodiment of the method according to the present invention for synthesis of keto acids, acetylene-carboxylic acids is hydrated in the presence of a metal salt represented by General Formula (1), where M1 represents an element in Group VIII, IX, or X of the periodic table, and X1, X2, or X3 ligand represents halogen, H2O, or a solvent molecule, and k represents a valence of a cation species, and Y represents an anion species, and L represents a valence of the anion species, and each of K and L independently represents 1 or 2, and k × m = L × n.
