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Faber, K. et al.: 2015 Science of Synthesis, 1: Biocatalysis in Organic Synthesis 1 DOI: 10.1055/sos-SD-214-00322
Biocatalysis in Organic Synthesis 1

1.5.1 Racemization and Epimerization

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Book

Editors: Faber, K.; Fessner, W.-D.; Turner, N. J.

Authors: Asano, Y.; Babich, L.; Bertau, M.; Cobucci-Ponzano, B.; Díaz-Rodríguez, A.; Engel, U.; Faber, K.; Flitsch, S. L.; Glueck, S. M.; Gotor-Fernández, V.; Green, A. P.; Hall, M.; Hartog, A. F.; Hepworth, L. J.; Hollmann, F.; Jeromin, G. E.; Lauchli, R.; Lavandera, I.; Liese, A.; Martínková, L.; Moracci, M.; Pesci, L.; Rodríguez-Mata, M.; Rozzell, D.; Rudat, J.; Schmidberger, J. W.; Servi, S.; Slomka, C.; Syldatk, C.; Tasnádi, G.; Tessaro, D.; Veselá, A. B.; Voglmeir, J.; Wever, R.

Title: Biocatalysis in Organic Synthesis 1

Print ISBN: 9783131741318; Online ISBN: 9783131975218; Book DOI: 10.1055/b-003-125815

1st edition © 2015. Thieme. All rights reserved.
Georg Thieme Verlag KG, Stuttgart

Subjects: Organic Chemistry

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Parent publication

Title: Science of Synthesis

DOI: 10.1055/b-00000101

Type: Multivolume Edition

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Abstract

Biocatalytic racemization represents the reversible interconversion of an enantiomer to its mirror image and is catalyzed by racemases. In the context of organic synthesis, it represents the key step to turn a kinetic resolution into a dynamic process. In contrast, sugar isomerases, acting as intramolecular oxidoreductases, are a subclass of isomerases and catalyze the interconversion of aldoses into ketoses, which finds application in the biotechnological production of (unnatural) rare sugars. The field of enzymatic isomerization is complemented by (carbohydrate) epimerization, alkene E/Z-isomerization, and mutase-catalyzed rearrangement reactions.

Key words

isomerization - racemization - epimerization - E/Z-isomerization - mutase - aldose - ketose
 
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