79815-20-6Relevant articles and documents
Semi-rational protein engineering of a novel esterase from Bacillus aryabhattai (BaCE) for resolution of (R,S)-ethyl indoline-2-carboxylate to prepare (S)-indoline-2-carboxylic acid
Zhang, Hongjun,Cheng, Zeguang,Wei, Litian,Yu, Xinjun,Wang, Zhao,Zhang, Yinjun
, (2022/01/24)
A gene encoding an esterase from Bacillus aryabhattai (BaCE) was identified, synthesized and efficiently expressed in the Escherichia coli system. A semi-rational protein engineering was applied to further improve the enzyme's enantioselectivity. Under the guidance of the molecular docking result, a single mutant BaCE-L86Q and a double mutant BaCE-L86Q/G284E were obtained, with its Emax value 6.4 times and 13.9 times of the wild-type BaCE, respectively. The recombinant BaCEs were purified and characterized. The overwhelming E value demonstrated that BaCE-L86Q/G284E was a promising biocatalyst for the biological resolution to prepare (S)-indoline-2-carboxylic acid.
Optimized method for synthesizing S-indolinyl-2-carboxylic acid
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Paragraph 0014; 0015; 0016; 0017, (2017/08/29)
The invention relates to an optimized method for synthesizing S-indolinyl-2-carboxylic acid. An intermediate indolyl-2-carboxylic acid used as the raw material is subjected to catalytic reduction under the actions of a solvent and a catalyst to obtain the S-indolinyl-2-carboxylic acid. The solvent is composed of an organic solvent and carbon bisulfide; and the catalyst is composed of iodo-phosphonium and concentrated hydriodic acid. By using the organic solvent and carbon bisulfide as the solvent, the catalytic reduction is carried out in the presence of carbon bisulfide to synthesize the S-indolinyl-2-carboxylic acid, thereby reducing the possibility of side reaction, avoiding the decomposition of the S-indolinyl-2-carboxylic acid, reducing the impurities in the product, and further greatly enhancing the purity of the product.
Asymmetric synthesis of chiral heterocyclic amino acids via the alkylation of the Ni(II) complex of glycine and alkyl halides
Chen, Hui,Wang, Jiang,Zhou, Shengbin,Liu, Hong
, p. 7872 - 7879 (2015/03/18)
An investigation into the reactivity profile of alkyl halides has led to the development of a new method for the asymmetric synthesis of chiral heterocyclic amino acids. This protocol involves the asymmetric alkylation of the Ni(II) complex of glycine to form an intermediate, which then decomposes to form a series of valuable chiral amino acids in high yields and with excellent diastereoselectivity. The chiral amino acids underwent a smooth intramolecular cyclization process to afford the valuable chiral heterocyclic amino acids in high yields and enantioselectivities. This result paves the way for the development of a new synthetic method for chiral heterocyclic amino acids.