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- Title
Facile Asymmetric Syntheses of Non-Natural Amino Acid (S)-Cyclopropylglycine by the Developed NADH-Driven Biocatalytic System.
- Authors
Tang, Qian; Li, Shanshan; Zhou, Liping; Sun, Lili; Xin, Juan; Li, Wei
- Abstract
A self-sufficient bifunctional enzyme integrating reductive amination and coenzyme regeneration activities was developed and successfully employed to synthesize (S)-cyclopropylglycine with an improved reaction rate 2.1-fold over the native enzymes and a short bioconversion period of 6 h at a high substrate concentration of 120 g·L−1 and space–time yield of (S)-cyclopropylglycine up to 377.3 g·L−1·d−1, higher than that of any previously reported data. Additionally, (S)-cyclopropylglycine could be continuously synthesized for 90 h with the enzymes packed in a dialysis tube, providing 634.6 g of (S)-cyclopropylglycine with >99.5% ee and over 95% conversion yield up to 12 changes. These results confirmed that the newly developed NADH-driven biocatalytic system could be utilized as a self-sufficient biocatalyst for industrial application in the synthesis of (S)-cyclopropylglycine, which provides a chiral center and cyclopropyl fragment for the frequent synthesis of preclinical/clinical drug molecules.
- Subjects
AMINO acid synthesis; BIOCATALYSIS; CHIRAL centers; NAD (Coenzyme); ASYMMETRIC synthesis
- Publication
Catalysts (2073-4344), 2024, Vol 14, Issue 5, p321
- ISSN
2073-4344
- Publication type
Article
- DOI
10.3390/catal14050321