Synthesis of the alpha and beta anomer of an N-triglycosyl dipeptide.
O-alpha-D-Glucopyranosyl-(1----6)-O-beta-D-glucopyranosyl-(1----6)-1-N- [L-aspart-1-oyl-(L-proline)-4-oyl]-alpha- and -beta-D-glucopyranosylamine have been prepared, as models for a derivative possibly present in the glomerular basement membrane of rats, by condensation of the corresponding D-glucosyl-dipeptide derivatives with 2,3,4,2',3',4',6'-hepta-O-acetyl-alpha-D-isomaltopyranosyl bromide in the presence of mercuric cyanide, followed by deprotection of the trisaccharide-dipeptide derivatives.
Takeda
T
T
Faculty of Pharmaceutical Sciences, Nagoya City University, Japan.
Utsuno
A
A
Okamoto
N
N
Ogihara
Y
Y
Shibata
S
S
D000595:Amino Acid Sequence; D002236:Carbohydrate Conformation; D002240:Carbohydrate Sequence; D006020:Glycopeptides / Q000138:chemical synthesis* / Q000737:chemistry; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D008969:Molecular Sequence Data; D009904:Optical Rotation
D006020:Glycopeptides; D007202:Indicators and Reagents; C067933:O-glucopyranosyl-(1-6)-O-glucopyranosyl-(1-6)-1-N-(aspart-1-oyl-proline-4-oyl)glucopyranosylamine