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Synthetic studies toward labionin, a new α,α‐disubstituted amino acid from type III lantibiotic labyrinthopeptin A2
Author(s) -
Sambeth Georg M.,
Süssmuth Roderich D.
Publication year - 2011
Publication title -
journal of peptide science
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.475
H-Index - 66
eISSN - 1099-1387
pISSN - 1075-2617
DOI - 10.1002/psc.1378
Subject(s) - lantibiotics , chemistry , biochemistry , amino acid , stereochemistry , combinatorial chemistry , nisin , organic chemistry , antimicrobial
The labyrinthopeptins are a new class of lantibiotics containing two identical quaternary α,α‐disubstituted amino acids, named labionin (Lab). The synthetic formation of this unique structural feature represents the key step in the total synthesis of these polycyclic peptides. In this report we describe the synthesis of an orthogonally protected α,α‐disubstituted amino acid building block serving as labionin precursor for the future assembly of labyrinthopeptin A2 and of other labyrinthopeptin derivatives. Copyright © 2011 European Peptide Society and John Wiley & Sons, Ltd.

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