Enzymatic glycosylation using 6-O-acylated sugar donors and acceptors: beta-N-acetylhexosaminidase-catalysed synthesis of 6-O,N,N'-triacetylchitobiose and 6'-O,N,N'-triacetylchitobiose
Language English Country Netherlands Media print
Document type Journal Article, Research Support, Non-U.S. Gov't
PubMed
11322728
DOI
10.1016/s0008-6215(01)00027-1
PII: S0008621501000271
Knihovny.cz E-resources
- MeSH
- Aspergillus oryzae enzymology MeSH
- beta-N-Acetylhexosaminidases chemistry isolation & purification metabolism MeSH
- Disaccharides chemical synthesis chemistry MeSH
- Glycosylation MeSH
- Molecular Structure MeSH
- Penicillium enzymology MeSH
- Publication type
- Journal Article MeSH
- Research Support, Non-U.S. Gov't MeSH
- Names of Substances
- beta-N-Acetylhexosaminidases MeSH
- chitobiose MeSH Browser
- Disaccharides MeSH
p-Nitrophenyl 6-O-acetyl-2-acetamido-2-deoxy-beta-D-glucopyranoside (5a) was used as the glycosyl donor in a beta-N-acetylhexosaminidase-catalysed (from Penicillium brasilianum) glycosylation of GlcNAc yielding 6'-O,N,N'-triacetylchitobiose (6), while 6-O-acetyl-2-acetamido-2-deoxy-beta-D-glucopyranose (3a) served as a selectively protected acceptor in a transglycosylation reaction catalysed by the same enzyme to yield 6-O,N,N'-triacetylchitobiose (4).
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Compounds isolated at the Institute of Microbiology in 1989-2001 and future trends
