The hyperthermophilic member of family 1 of the glycosyl hydrolases, the -glycosidase from the archaeon Sulfolobus solfataricus (Ss-gly), has been used for an efficient synthesis of -2-deoxyglucosides and for stereochemical studies of the reactions of glucal in the presence of alkyl and pyranosidic acceptors. Protonation of the double bond of glucal resulting in the equatorially disposed proton was observed and an indication of the protonating amino acid in the active site was obtained by the use of a mutant enzyme. The regioselectivity in the formation of -2-deoxyglucosides of pyranosidic acceptors is different from that reported for mesophilic biocatalysts.
Enzymatic synthesis of 2-deoxy-beta-glucosides and stereochemistry of beta-glicosidase from Sulfolobus solfataricus on glucal
Rossi M;Moracci M
2001
Abstract
The hyperthermophilic member of family 1 of the glycosyl hydrolases, the -glycosidase from the archaeon Sulfolobus solfataricus (Ss-gly), has been used for an efficient synthesis of -2-deoxyglucosides and for stereochemical studies of the reactions of glucal in the presence of alkyl and pyranosidic acceptors. Protonation of the double bond of glucal resulting in the equatorially disposed proton was observed and an indication of the protonating amino acid in the active site was obtained by the use of a mutant enzyme. The regioselectivity in the formation of -2-deoxyglucosides of pyranosidic acceptors is different from that reported for mesophilic biocatalysts.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
