Premium
Candida rugosa lipase‐catalysed kinetic resolution of 2‐substituted‐aryloxyacetic esters with dimethylsulfoxide and isopropanol as additives
Author(s) -
Ammazzalorso Alessandra,
Amoroso Rosa,
Bettoni Giancarlo,
De Filippis Barbara,
Fantacuzzi Marialuigia,
Giampietro Letizia,
Maccallini Cristina,
Tricca Maria Luisa
Publication year - 2008
Publication title -
chirality
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.43
H-Index - 77
eISSN - 1520-636X
pISSN - 0899-0042
DOI - 10.1002/chir.20505
Subject(s) - candida rugosa , chemistry , lipase , acetic acid , kinetic resolution , hydrolysis , organic chemistry , chirality (physics) , aqueous solution , ethyl acetate , triacylglycerol lipase , catalysis , enzyme , enantioselective synthesis , chiral symmetry breaking , physics , quantum mechanics , quark , nambu–jona lasinio model
Candida rugosa lipase‐catalysed hydrolysis of three different 2‐substituted‐aryloxyacetic esters was performed in aqueous buffer containing dimethyl sulphoxide and isopropanol from 0 to 80% v/v as additives, in order to obtain an enhancement of the enantioselectivity. For 2‐( p ‐chlorophenoxy)acetic acid and 2‐ n ‐butyl‐2‐( p ‐chlorophenoxy)acetic acid ethyl esters, DMSO enhanced enzyme enantioselectivity more than IPA with an opposite enzymatic enantiopreference. The cosolvents moderately improved Candida rugosa lipase enantioselectivity for 2‐phenyl‐2‐( p ‐chlorophenoxy)acetic acid ethyl ester. Chirality, 2008. © 2007 Wiley‐Liss, Inc.