Solid-phase synthesis of two glycopeptides containing the amino acid sequence 5 to 9 of somatostatin |
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Authors: | Solange Lavielle Nicolas C. Ling Roger C. Guillemin |
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Affiliation: | Laboratories for Neuroendocrinology, Salk Institute for Biological Studies, La Jolla, California 92037 U.S.A. |
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Abstract: | 2,3,4,6 Tetra-O-acetyl-1-N-[N-(tert-butyloxycarbonyl)-l-aspart-4-oyl]-d-glucopyranosylamine 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 β-d-Glcp-(1→4)- and β-d-GlcpNAc-(1→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. |
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