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Advances in Biocatalysis: Enzymatic Reactions and Their Applications

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Book cover Asymmetric Catalysis from a Chinese Perspective

Part of the book series: Topics in Organometallic Chemistry ((TOPORGAN,volume 36))

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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Authors and Affiliations

  1. State Key Laboratory of Bioreactor Engineering, East China University of Science and Technology, Shanghai, 200237, China

    Jiang Pan, Hui-Lei Yu & Jian-He Xu

  2. Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Lu, Shanghai, 200032, P.R. China

    Guo-Qiang Lin

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  1. Jiang Pan
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Correspondence to Guo-Qiang Lin .

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Editors and Affiliations

  1. Shanghai Institute of Organic Chemistry, State Key Laboratory of Organometallic, Chinese Academy of Sciences, Fenglin Lu 354, Shanghai, 200032, China, People's Republic

    Shengming Ma

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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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