MURAMINAN (POLYMURAMIC ACID) AND RELATED-COMPOUNDS DERIVED FROM CHITOSAN

Citation
S. Hirano et al., MURAMINAN (POLYMURAMIC ACID) AND RELATED-COMPOUNDS DERIVED FROM CHITOSAN, Carbohydrate polymers, 31(1-2), 1996, pp. 29-33
Citations number
15
Language
INGLESE
art.tipo
Article
Categorie Soggetti
Chemistry Inorganic & Nuclear","Polymer Sciences
Journal title
ISSN journal
0144-8617
Volume
31
Issue
1-2
Year of publication
1996
Pages
29 - 33
Database
ISI
SICI code
0144-8617(1996)31:1-2<29:M(AARD>2.0.ZU;2-L
Abstract
Chitosan was modified to give N-1-naphthylmethylenechitosan (d.s. 0.92 , 1), which was tritylated to give N-(1-naphthylmethylene)-6-O-tritylc hitosan (d.s. 0.97 for trityl, 2). Compound 2 was acylated to give a s eries of 3-O-acyl derivatives (d.s. 0.24-1.0, 4-14), and was treated w ith 2-D, L-chloropropionic acid to give 3-O-(1-D, L-carboxyethyl) deri vative (d.s. 0.37, 15). Compound 15 was treated in aqueous 1 N HCl to give 3-O-(1-D, L-carboxyethyl) chitosan (d.s. 0.37, 16, muraminan). Co mpound 2 was treated with 2-D, L-halopropionic acids in sodium methyls ulfinylcarbanion to give 3-O-(1-D, L-carboxyethyl)-N, N-(-1-D, L-dicar boxyethyl)-O-tritylchitosan (d.s. 2.9 for carboxyethyl, 17). Compound 17 was treated with HCl in methanol to afford 3-O-(1-carboxyethyl)-N, N-(1-dicarboxyethyl) chitosan (d.s. 2.4 for carboxyethyl, 18). Compoun ds 16 and 18 were soluble in water. Copyright (C) 1996 Elsevier Scienc e Ltd