Enzyme Catalyzed Trans-Benzoin Condensation

Authors : Gökçil BİLİR, Ayhan Sıtkı DEMİR, Salih ÖZÇUBUKÇU

Pages : 737-750

Doi:10.18596/jotcsa.414603

View : 13 | Download : 10

Publication Date : 2018-01-01

Article Type : Research Paper

Abstract :Benzaldehyde lyase insert ignore into journalissuearticles values(BAL); is an enzyme that is used in the C-C bond cleavage and formation which was isolated first from Pseudomonas fluorescens Biovar I. It requires thiamine diphosphate insert ignore into journalissuearticles values(ThDP); and Mginsert ignore into journalissuearticles values(II); ions as cofactors. In this work, BAL was used as an enzymatic catalysis for the trans-benzoin condensation reaction between racemic benzoins and benzyloxyacetaldehyde to form unsymmetrical benzoin products with moderate enantiomeric excesses. insert ignore into journalissuearticles values(S);-benzoin derivatives remained unreacted at the end of the reaction. In this enzymatic trans-benzoin condensation, benzyloxyacetaldeyhde acted as acceptor and different variety of racemic benzoin derivatives were used as donor and insert ignore into journalissuearticles values(R);-2-hydroxy-1-phenylpropanone derivatives were synthesized up to 66% ee. 
Keywords : Benzaldehyde lyase, benzoin condensation, enzymatic asymmetric catalysis