Syntheses of nephritogenoside and related compounds

Carbohydr Res. 1993 Apr 23;243(1):79-89. doi: 10.1016/0008-6215(93)84082-h.

Abstract

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.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amino Acid Sequence
  • Carbohydrate Conformation
  • Carbohydrate Sequence
  • Chromatography, High Pressure Liquid
  • Glycopeptides / chemical synthesis*
  • Glycopeptides / chemistry
  • Glycoproteins / chemical synthesis*
  • Glycoproteins / chemistry
  • Indicators and Reagents
  • Magnetic Resonance Spectroscopy
  • Molecular Sequence Data
  • Optical Rotation

Substances

  • Glycopeptides
  • Glycoproteins
  • Indicators and Reagents
  • nephritogenoside