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A 13C NMR study of actinomycin D and related model peptides

✍ Scribed by H. Booth; A. B. Mauger; W. J. Rzeszotarski

Publisher
John Wiley and Sons
Year
1976
Tongue
English
Weight
551 KB
Volume
8
Category
Article
ISSN
0749-1581

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✦ Synopsis

Abstract

^13^C n.m.r. pulsed Fourier transform spectra were measured and interpreted for actinomycin D and for two related peptide derivatives: BOC‐Pro‐Sar‐OCH~3~ and BOC‐Sar‐Meval‐OCH~3~. Actinomycin D, specifically enriched with ^13^C in the chromophoric C‐methyl and in the peptide N‐methyl carbons, was produced biosynthetically. Enrichment of specific N‐methyl carbons in the model peptides was effected synthetically. Spectral assignments relied on the use of the enriched samples and particularly on off‐resonance and selective low power ^1^H decoupling experiments. Poor correlation was observed between some of the ^13^C chemical shifts in the model compounds and those of the analogous carbons in actinomycin D. Ten of our ^13^C assignments for actinomycin D differ from those published by Hollstein, Breitmaier and Jung.

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