Syntheses of nephritogenoside and related compounds.
Nephritogenoside has been prepared by coupling of the acyl azide derivative of a N-triglycosyl dipeptide, derived from the corresponding hydrazide derivative of O-(2,3,4,6-tetra-O-acetyl-alpha-D-glucopyranosyl)-(1-->6)-O-(2,3,4-tri-O -acetyl - beta-D-glucopyranosyl)-(1-->6)-2,3-di-O-benzyl-1-N-[N-(tert-butoxycarbon yl)- L-aspart-1-oyl-(L-proline methyl ester)-4-oyl]-alpha-D-glucopyranosylamine, with a nonadecapeptide, followed by deprotection of the desired protected nephritogenoside. The N-triglycosyl pentapeptide also has been prepared as a model compound.
Takeda
T
T
Faculty of Pharmaceutical Sciences, Nagoya City University, Japan.
Kojima
K
K
Ogihara
Y
Y
D000595:Amino Acid Sequence; D002236:Carbohydrate Conformation; D002240:Carbohydrate Sequence; D002851:Chromatography, High Pressure Liquid; D006020:Glycopeptides / Q000138:chemical synthesis* / Q000737:chemistry; D006023:Glycoproteins / Q000138:chemical synthesis* / Q000737:chemistry; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D008969:Molecular Sequence Data; D009904:Optical Rotation
D006020:Glycopeptides; D006023:Glycoproteins; D007202:Indicators and Reagents; C015382:nephritogenoside