Bulletin of the Chemical Society of Japan
Online ISSN : 1348-0634
Print ISSN : 0009-2673
ISSN-L : 0009-2673
Synthetic Studies of Bacitracin. IX. Synthesis of Peptide Fragments for Bacitracins of Cycloheptapeptide Formula
Eisuke MunekataTetsuo ShibaTakeo Kaneko
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1973 Volume 46 Issue 12 Pages 3835-3839

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Abstract

In the synthetic study of bacitracins, peptide fragments corresponding to a branched part of bacitracin F, i.e., (S)-2-(2-methylbutyryl)thiazole-4-carboxylic acid 1-succinimidyl ester (III) and L-leucyl-γ-t-butyl-D-glutamyl-L-isoleucine (IV), were prepared. As a macrocyclic part of bacitracin A and F of cycloheptapeptide formula, cyclo- (Nα-benzyloxycarbonyl-L-lysyl-Nδ-cyclopentyloxycarbonyl-D-ornithyl-L-isoleucyl-D-phenylalanyl-L-histidyl-β-benzyl-D-aspartyl-L-asparaginyl) (V) was synthesized through cyanomethyl ester method.

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