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
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.