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13C NMR Spectroscopic Control of the Synthesis of Alamethicin F 30 and its Segments

✍ Scribed by Schmitt, Heribert ;Jung, Günther

Publisher
John Wiley and Sons
Year
1985
Tongue
English
Weight
841 KB
Volume
1985
Category
Article
ISSN
0947-3440

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✦ Synopsis

Abstract

All segments built up for the total synthesis of the α‐helical antibiotic alamethicin F 30 (1) were investigated by ^13^C NMR spectroscopy of methanolic solutions. With a few exceptions the signals were unequivocally assignable by comparison with spectra of related peptides, by coupled spectra and J‐modulated spin‐echo experiments. For the first time a synthetic and highly pure alamethicin F 30 preparation could be studied by ^13^C NMR spectroscopy at 100.6 MHz. All results were in full agreement with the synthesized intermediates and the final product, and with their conformations as derived from circular dichroism and X‐ray analysis. Partially there is a striking retention of conformation from smaller to larger segments.

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