Enantioselective enzyme catalysed ammoniolysis of amino acid derivatives. Effect of temperature

Authors
Lopez-Serrano, P Wegman, MA van Rantwijk, F Sheldon, RA
Citation
P. Lopez-serrano et al., Enantioselective enzyme catalysed ammoniolysis of amino acid derivatives. Effect of temperature, TETRAHEDR-A, 12(2), 2001, pp. 235-240
Citations number
14
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON-ASYMMETRY
ISSN journal
09574166 → ACNP
Volume
12
Issue
2
Year of publication
2001
Pages
235 - 240
Database
ISI
SICI code
0957-4166(20010219)12:2<235:EECAOA>2.0.ZU;2-K
Abstract
The lipases from Candida antarctica (B type), Thermomyces lanuginosus and P seudomonas alcaligenes catalysed the enantioselective ammoniolysis of free amino acid esters. In the ammoniolysis of phenylalanine methyl ester cataly sed by T. lanuginosus lipase a decrease in temperature to -20 degreesC sign ificantly enhanced the enantioselectivity up to an enantiomeric ratio (E) o f 84. Several proteases efficiently catalysed the ammoniolysis of N-BOC pro tected amino acid esters with nearly absolute enantioselectivity. (C) 2001 Elsevier Science Ltd. All rights reserved.