Synthesis of Non-Natural Branched Polysaccharides. Regioselective Introduction of α-Mannoside Branches into Chitin
- 1 November 1994
- journal article
- research article
- Published by Oxford University Press (OUP) in Chemistry Letters
- Vol. 23 (11) , 2063-2066
- https://doi.org/10.1246/cl.1994.2063
Abstract
N-Phthaloyl-chitosan was converted into 3-O-acetyl-6-O-trimethylsilyl-N-phthaloyl-chitosan, which was then subjected to the glycosylation of a peracetylated mannose orthoester to form an α-(1→6) linkage. Subsequent deprotection followed by N-acetylation afforded chitins having mannose branches. The branched chitins were readily soluble in water and showed strong affinity for concanavalin A.Keywords
This publication has 7 references indexed in Scilit:
- Novel Reaction Route Including Enzymic Reaction For A Synthesis Of A Branched PolysaccharideJournal of Carbohydrate Chemistry, 1992
- Chemospecific manipulations of a rigid polysaccharide: syntheses of novel chitosan derivatives with excellent solubility in common organic solvents by regioselective chemical modificationsMacromolecules, 1991
- Chitosan derivatives bearing C10-alkyl glycoside branches: a temperature-induced gelling polysaccharideMacromolecules, 1991
- Some chemical and analytical aspects of polysaccharide modifications. III. Formation of branched-chain, soluble chitosan derivativesMacromolecules, 1984
- Anti-tumor effect of schizophyllan, an immunomodulator, on syngeneic tumorsInternational Journal of Immunopharmacology, 1980
- Studies on chitin, 4. Evidence for formation of block and random copolymers of N‐acetyl‐D‐glucosamine and D‐glucosamine by hetero‐ and homogeneous hydrolysesDie Makromolekulare Chemie, 1977
- Inhibition of Mouse Sarcoma 180 by Polysaccharides from Lentinus edodes (Berk.) Sing.Nature, 1969