期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 53, 期 44, 页码 11912-11916出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201406802
关键词
biomass; chitin; carbohydrates; glycosylation; synthetic methods
资金
- French Agency for Research [ANR-10-CD2I-0008]
- Bayer SAS
- Institut Universitaire de France (IUF)
- CHARM3AT program
- Agence Nationale de la Recherche (ANR) [ANR-10-CD2I-0008] Funding Source: Agence Nationale de la Recherche (ANR)
The direct and chemoselective N-transacylation of peracetylated chitooligosaccharides (COSs), readily obtained from chitin, to give per-N-trifluoroacetyl derivatives offers an attractive route to size-defined COSs and derived glycoconjugates. It involves the use of various acceptor building blocks and trifluoromethyl oxazoline dimer donors prepared with efficiency and highly reactive in 1,2-trans glycosylation reactions. This method was applied to the preparation of the important symbiotic glycolipids which are highly active on plants and to the TMG-chitotriomycin, a potent and specific inhibitor of insect, fungal, and bacterial N-acetylglucosamini-dases.
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