𝔖 Bobbio Scriptorium
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Solid-phase synthesis of somatostatin and glucagon-selective analogs in gram quantities

✍ Scribed by J. Rivier; R. Kaiser; R. Galyean

Book ID
102761710
Publisher
Wiley (John Wiley & Sons)
Year
1978
Tongue
English
Weight
646 KB
Volume
17
Category
Article
ISSN
0006-3525

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✦ Synopsis

Abstract

Somatostatin (SS) and two glucagon selective analogs [D‐Cys^l4^]‐SS and [D‐Trp^8^, D‐Cys^14^]‐SS have been synthesized in gram quantities by the solid‐phase procedure. A general modification of Monahan and Gilon's procedure for esterification of the first protected amino acid onto the chloromethylated resin as well as a general protocol for solid‐phase peptide synthesis on Beckman 990 automatic synthesizer are described. A new general procedure for disulfide formation, which involves the adaptation of the “high‐dilution” principle to the ferricyanide oxidation and the optimization of the sequence of purification steps as applied to somatostatin and its analogs, yields highly purified peptides (≥ 199% pure) as checked by reverse‐phase high‐pressure liquid chromatography—which is shown to be a highly sensitive, resolutive, and quantitative analytical tool for evaluation of the homogeneity of peptides.

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