Synthesis of Angiotensins by the Solid-Phase Method

Garland R. Marshall, R. B. Merrifield

Research output: Contribution to journalArticle

134 Scopus citations

Abstract

The new method of solid-phase synthesis was applied to the preparation of isoleucine5-angiotensin II. These syntheses started with t-butyloxycar-bonylphenylalanylcopolystyrene-divinylbenzene, ended with chromatographically pure octapeptide, and gave an over-all yield of 56%. The synthetic angiotensin possessed full oxytocic activity. Since the rearrangement of the α-aspartyl bond to the β-aspartyl bond had been reported under conditions similar to those used in the synthesis, it was then ascertained by a variety of methods that this rearrangement did not occur in solid-phase synthesis. The analogs, asparagine1-isoleucine5-angiotensin II and β-aspartic1-isoleucine5-angiotensin II, were also synthesized.

Original languageEnglish
Pages (from-to)2394-2401
Number of pages8
JournalBiochemistry
Volume4
Issue number11
DOIs
StatePublished - Nov 1 1965
Externally publishedYes

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