Candida rugosa  lipase‐catalysed kinetic resolution of 2‐substituted‐aryloxyacetic esters with dimethylsulfoxide and isopropanol as additives | Zendy

Ammazzalorso Alessandra | Zendy; Amoroso Rosa | Zendy; Bettoni Giancarlo | Zendy; De Filippis Barbara | Zendy; Fantacuzzi Marialuigia | Zendy; Giampietro Letizia | Zendy; Maccallini Cristina | Zendy; Tricca Maria Luisa | Zendy

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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.

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