[Condensation of D-glycosamines with proteins].
4-O-beta-D-Galactopyranosyl-alpha,beta-D-glucopyranosylamine (lactosylamine), beta-D-gluco-, alpha- and beta-D-galacto-, and beta-D-manno-pyranosylamines were bound to the carbodiimide-activated carboxyl groups of lysozyme. Of the 11 free carboxyl groups of the protein, approximately 3 were substituted by alpha,beta-lactosylamine, and approximately 2 by the monohexosylamines. One of the 4 glycopeptides isolated from the tryptic digest of the lysozyme-lactosylamine conjugate was identical to synthetic 1-N-L-leucinoyl-4-O-beta-D-galactopyranosyl-beta-D-glucopyranosylamine, indicating the substitution of the carboxyl group of the C-terminal leucine residue. The isolation of a glycopeptide containing the aspartic acid residue in position 117 indicates that the second alpha,beta-lactosylamine residue is linked to the carboxyl group of this amino acid. Both of the 2 other glycopeptides contain the same free carboxyl groups (one glutamic and two aspartic acid residues in positions 35, 48, and 52, respectively). The third alpha,beta-lactosylamine residue seems to be linked to one of these carboxyl groups.
D000596:Amino Acids / Q000032:analysis; D001665:Binding Sites; D055598:Chemical Phenomena; D002621:Chemistry; D002850:Chromatography, Gel; D006020:Glycopeptides / Q000032:analysis; D006595:Hexosamines; D008722:Methods; D009113:Muramidase; D009904:Optical Rotation; D011485:Protein Binding; D013329:Structure-Activity Relationship
D000596:Amino Acids; D006020:Glycopeptides; D006595:Hexosamines; D009113:Muramidase
Condensation de D-glycosylamines avec des protéines