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Enzymatic synthesis of alkyl β‐ D ‐xylosides by transxylosylation and reverse hydrolysis
Author(s) -
Drouet Philippe,
Zhang Mu,
Legoy Marie Dominique
Publication year - 1994
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/bit.260431110
Subject(s) - chemistry , trichoderma reesei , alkyl , hydrolysis , organic chemistry , enzymatic hydrolysis , xylose , primary (astronomy) , enzyme , stereochemistry , physics , astronomy , fermentation , cellulase
The Trichoderma reesei β‐xylosidase (EC 3.2.1.37) is used to catalyze the production of alkyl β‐ D ‐xyloside. Two general methods of production are tested and compared using the same enzyme: transglycosylation and reverse hydrolysis. Using both methods, primary, secondary, and tertiary alcohols are studied as acceptors. In kinetically controlled process (transglycosylation), the chosen donor is methyl β‐ D ‐xyloside and primary, secondary, and tertiary alkyl alcohols are accepted. In the equilibrium‐controlled synthesis, the donor is xylose whereas acceptors are only primary and secondary alcohols. The influence of the donor concentration is investigated in both processes. The yields of the kinetically controlled reactions are higher compared with those of the equilibrium‐controlled synthesis. The specificity of the β linkage is confirmed by proton nuclear magnetic resonance ( 1 H NMR) analysis. © 1994 John Wiley & Sons, Inc.