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Elucidation of the Structure of Epidermin, a Ribosomally Synthesized, Tetracyclic Heterodetic Polypeptide Antibiotic
Author(s) -
Allgaier Hermann,
Jung Günther,
Werner Rolf G.,
Schneider Ursula,
Zähner Hans
Publication year - 1985
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.198510511
Subject(s) - lanthionine , chemistry , stereochemistry , cysteine , molecule , raney nickel , fragmentation (computing) , combinatorial chemistry , amino acid , enzyme , biochemistry , organic chemistry , biology , ecology , catalysis
A decosapeptide that is highly effective against acne has been isolated from a culture filtrate of Staphylococcus epidermidis Tü 3298 . The molecule contains four disulfide bridges derived from meso ‐lanthionine, β‐methyllanthionine, and the newly discovered amino acid S ‐(2‐aminovinyl)‐ D ‐cysteine. The structure elucidation was achieved by enzymatic and hydrolytic fragmentation and desulfurization with Raney nickel followed by sequence analysis.