Solid-phase synthesis of two glycopeptides containing the amino acid sequence 5 to 9 of somatostatin.
2,3,4,6-Tetra-O-acetyl-1-N-[N-(tert-butyloxycarbonyl)-L-aspart-4-oyl]-D-g lucopyranosylamine and 2-acetamido-3,4,6-tri-O-acetyl-1-N-[N-(tert-butyloxycarbonyl)-L-aspart-4-oyl]-2 -deoxy-D-glucopyranosylamine were introduced, respectively, by the solid-phase procedure in the amino acid sequence 5 to 9 of somatostatin. The two resulting glycopeptides beta-D-Glcp-(1 leads to 4)- and beta-D-GlcpNAc-(1 leads to 4)-Asn-Phe-Phe-Trp-Lys-OH were homogeneous on examination by t.l.c. and l.c., and their structures were confirmed by m.s. of the N-acetyl, permethyl derivatives.
D000595:Amino Acid Sequence; D006020:Glycopeptides / Q000138:chemical synthesis*; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D008722:Methods; D013004:Somatostatin / Q000138:chemical synthesis*
D006020:Glycopeptides; D007202:Indicators and Reagents; D013004:Somatostatin