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The C-Terminal Heptapeptides of Suzukacillin A and Alamethicin F30 — Sequence, Conformation, and Synthesis

✍ Scribed by Katz, Ellen ;Schmitt, Heribert ;Jung, Günther ;Aydin, Mitat ;König, Wilfried A.

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

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✦ Synopsis

Abstract

During the sequencing of the membrane‐modifying eicosapeptide antibiotic suzukacillin A two C‐terminal heptapeptides were obtained via selective trifluoroacetolysis: L‐Pro‐L‐Val‐Aib‐D‐Iva‐L‐Gln‐L‐Gln‐L‐Phl and ‐Pro‐L‐Val‐Aib‐Aib‐L‐Gln‐L‐Phl. The chromatographic and spectroscopic comparison (FAB MS, FD MS, ^13^C NMR, CD, UV) of these isolated natural fragments with the synthetic segment L‐Pro‐L‐Val‐Aib‐Aib‐L‐Gln‐L‐Gln‐L‐Phl (2) and the synthetic C‐terminal segment of alamethicin F30 L‐Pro‐L‐Val‐Aib‐Aib‐L‐Glu‐L‐Gln‐L‐Phl (1) proved the sequence 14‐20 of suzukacillin A.

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