Abstract
Biocatalysis is widely studied as an alternative to conventional chemical methods in chiral synthesis due to its high selectivity and the reaction ability under mild conditions. Various types of enzymes with high stereoselectivity have been screened from nature for the purpose of preparing important chiral synthons. In this chapter, some enzymatic reactions, including enantioselective bioresolution and asymmetric biotransformation, catalyzed by hydrolases, oxidoreductases and lyases, as well as their applications to chiral synthesis are overviewed, and some special enzymatic reaction modes, such as enantioconvergent reaction, dynamic kinetic resolution, and deracemization, are described.
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Abbreviations
- ADH:
-
Alcohol dehydrogenase
- BINAP:
-
2,2′-bis(diphenylphosphino)-1,1′-binaphthyl
- Conv.:
-
Conversion
- DEAE:
-
Diethylaminoethyl
- DGG:
-
Didodecyl N-d-glucono-l-glutamate
- ee :
-
Enantiomeric excess
- E-factor:
-
Kilogram waste per kilogram product
- EH:
-
Epoxide hydrolase
- E-value:
-
Enantiomeric ratio
- GlcNAc:
-
N-acetyl-d-glucosamine
- GPE:
-
Glycidyl phenyl ether
- HCN:
-
Hydrogen cyanide
- HIV:
-
Human immunodeficiency virus
- Hnl:
-
Hydroxynitrile lyase
- m :
-
Meta
- ManNAc:
-
N-acetyl-d-mannosamine
- NADH:
-
β-1,4-nicotinamide adenindinucleotide
- NADPH:
-
β-1,4-nicotinamide adenindinucleotide phosphate
- Neu5Ac:
-
N-acetyl-d-neuraminic acid
- NMR:
-
Nuclear magnetic resonance
- o:
-
Ortho
- p:
-
Para
- PCR:
-
Polymerase chain reaction
- rac :
-
Racemic
- S/C :
-
Substrate/catalyst
- sec :
-
Second
- t-PeOH:
-
tert-Pentanol
- TsCl:
-
p-toluenesulfonyl chloride
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Acknowledgments
The authors are indebted to Drs. Wei Yang, Jie Zhang, and Zhi-Jun Zhang for their kind helps with the collection of literatures during the preparation of this chapter.
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Pan, J., Yu, HL., Xu, JH., Lin, GQ. (2011). Advances in Biocatalysis: Enzymatic Reactions and Their Applications. In: Ma, S. (eds) Asymmetric Catalysis from a Chinese Perspective. Topics in Organometallic Chemistry, vol 36. Springer, Berlin, Heidelberg. https://doi.org/10.1007/978-3-642-19472-6_3
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