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Enzymatic synthesis of 2‐β‐ D ‐galactopyranosyloxy ethyl methacrylate (GalEMA) by the thermophilic archeon Sulfolobus solfataricus
Author(s) -
Santin M.,
Rosso F.,
Sada A.,
Peluso G.,
Improta R.,
Trincone A.
Publication year - 1996
Publication title -
biotechnology and bioengineering
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.136
H-Index - 189
eISSN - 1097-0290
pISSN - 0006-3592
DOI - 10.1002/(sici)1097-0290(19960120)49:2<217::aid-bit10>3.0.co;2-b
Subject(s) - sulfolobus solfataricus , thermophile , methacrylate , chemistry , glycosidic bond , nucleophile , yield (engineering) , glycoside , organic chemistry , enzyme , stereochemistry , polymer chemistry , biochemistry , catalysis , polymerization , materials science , polymer , metallurgy , archaea , gene
β‐Glycosidases catalyze the synthesis of glycosides when a nucleophilic acceptor other than water is present in the reaction medium. We describe the enzymatyc synthesis of 2‐β‐ D ‐galactopyranosyloxyethyl methacrylate ( GalEMA ) starting from 2‐hydroxyethyl methacrylate (HEMA) and p ‐nitrophenyl‐β‐ D ‐galactopyranoside (pNPG) using a β‐glycosidase activity present in the thermophilic archaeon Sulfolobus solfataricus. This thermophilic enzyme catalyzes the transfer of the galactopyranosyl unit from pNPG to the HEMA hydroxyl group by the formation of a new β‐glycosidic bond. The conditions of the biocatalytic system have been optimized to obtain high yield of GalEMA. © 1996 John Wiley & Sons, Inc.