Glycoconjugates of amino acids. Preparation through N-alkylation of amino acids with N-chloroacetyl-beta-glycopyranosylamines

Citation
Lm. Likhosherstov et al., Glycoconjugates of amino acids. Preparation through N-alkylation of amino acids with N-chloroacetyl-beta-glycopyranosylamines, RUSS CHEM B, 48(7), 1999, pp. 1365-1368
Citations number
11
Categorie Soggetti
Chemistry
Journal title
RUSSIAN CHEMICAL BULLETIN
ISSN journal
10665285 → ACNP
Volume
48
Issue
7
Year of publication
1999
Pages
1365 - 1368
Database
ISI
SICI code
1066-5285(199907)48:7<1365:GOAAPT>2.0.ZU;2-#
Abstract
Monoalkylation of amino acids of different structural types with N-chloroac etylglycosylamines was shown to be applicable for the preparation of glycoc onjugates containing beta-D-galactose, N-acetyl-beta-D-glucosamine, beta-D- mannose, and lactose residues. The glycoconjugates were synthesized from am ino acids with secondary (sarcosine, L-proline) or primary (L-2- and 4-amin obutyric acids, L-tryptophan) amino groups as well as from various amino di carboxylic acids (N-methyl-DL-aspartic, DL-aspartic, L-glutamic, and DL-2-a minoadipic acids). The derivatives obtained may be of interest for glycotar geting of physiologically active compounds of this series.