1.5.1 Racemization and Epimerization

K. Faber; S. M. Glueck

doi:10.1055/sos-SD-214-00322

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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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Buch

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

Autoren: 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.

Titel: Biocatalysis in Organic Synthesis 1

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

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

Fachgebiete: Organische Chemie

Science of Synthesis Reference Libraries

Übergeordnete Publikation

Titel: Science of Synthesis

DOI: 10.1055/b-00000101

Typ: Mehrbändiges Werk

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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.

Schlüsselwörter

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

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