Application of selectively acylated glycosides for the -D-galactosidase-catalysed synthesis of disaccharides

Result code in IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22330%2F03%3A00008976" target="_blank" >RIV/60461373:22330/03:00008976 - isvavai.cz</a>

Alternative codes found

RIV/60461373:22330/03:00017270

Result on the web

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DOI - Digital Object Identifier

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Result language

angličtina

Original language name

Application of selectively acylated glycosides for the -D-galactosidase-catalysed synthesis of disaccharides

Original language description

The goal of our project was to acylate selectively N-acetylhexosamines using enzymes. For this aim we tested lipases (lipase PS from Burkholderia cepacia, lipase B from Candida antarctica, porcine pancreatic lipase) and protease subtilisin from Bacilluslicheniformis. Acetylation and butyrylation of GalNAc, ManNAc and p-NP-ß-GalNAc were carried out. Acylation of GalNAc with subtilisin yielded 2-acetamido-6-O-acetyl-2-deoxy-D-galactopyranose and interestingly also its furanose form, i.e. 2-acetamido-6-O-acetyl-2-deoxy-D-galactofuranose, which were obtained in a pure and stable form. Acylation of p-NP-ß-GalNAc with lipase B yielded selectively p-nitrophenyl 2-acetamido-6-O-acetyl-2-deoxy-D-galactopyranoside. Acylation of ManNAc was considerably less feasible than that of GalNAc. ManNAc could be acylated exclusively by subtilisin to afford 2-acetamido-6-O-acyl-2-deoxy-D-mannopyranose. However, butyrylation with the same enzyme (trichloroethyl butyrate as donor) proceeded further to 2-ace

Czech name

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Czech description

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Type

J_x - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)

CEP classification

CE - Biochemistry

OECD FORD branch

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Project

<a href="/en/project/GA203%2F01%2F1018" target="_blank" >GA203/01/1018: New enzymes and methods for chemoenzymatic synthesis of bioactive glycosides</a><br>

Continuities

P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)

Publication year

2003

Confidentiality

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Name of the periodical

Folia Microbiol.

ISSN

0015-5632

e-ISSN

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Volume of the periodical

48

Issue of the periodical within the volume

3

Country of publishing house

CZ - CZECH REPUBLIC

Number of pages

9

Pages from-to

329-338

UT code for WoS article

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EID of the result in the Scopus database

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