Journal
JOURNAL OF MOLECULAR CATALYSIS B-ENZYMATIC
Volume 52-53, Issue -, Pages 19-26Publisher
ELSEVIER
DOI: 10.1016/j.molcatb.2007.10.010
Keywords
threonine aldolase; aldol reaction; phenylserine; enzyme catalysis; lyases
Funding
- Austrian Science Fund (FWF) [W 901] Funding Source: researchfish
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Four types of threonine aldolases (TAs) with different stereospecificities were tested on the aldol synthesis of phenylserine (PS) starting from benzaldehyde and glycine under kinetic and thermodynamic control. At short time of reaction the chosen enzymes show different stereoselectivities (L-syn, L-anti, D-syn) compared to the reaction at equilibrium where syn-PS is obtained as the major product (d.e. similar to 20%) for all types of TAs. A new aspect of the catalytic mechanism involved and a sight on the relative energy barriers for the possible rate-determining steps were obtained, based on data from the C-13-label distribution between components at the conditions close to equilibrium. (C) 2007 Elsevier B.V. All rights reserved.
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