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Identification and isolation of lantibiotics from culture: a bioorthogonal chemistry approach
Author(s) -
Jing Li,
Geneviève Girard,
Bogdan I. Florea,
Paul P. Geurink,
Nan Li,
Gijsbert A. van der Marel,
Mark Overhand,
Herman S. Overkleeft,
Gilles P. van Wezel
Publication year - 2012
Publication title -
organic and biomolecular chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.923
H-Index - 146
eISSN - 1477-0539
pISSN - 1477-0520
DOI - 10.1039/c2ob26050f
Subject(s) - lantibiotics , chemistry , bioorthogonal chemistry , residue (chemistry) , nisin , isolation (microbiology) , amino acid residue , biochemistry , combinatorial chemistry , amino acid , stereochemistry , peptide sequence , organic chemistry , microbiology and biotechnology , click chemistry , antimicrobial , biology , gene
A distinguishing feature of the lantibiotic family of cyclic peptides is the presence of thioethers. Treatment of a lantibiotic with an alkaline solution at high pH gives rise to a β-elimination reaction yielding the corresponding ring opened precursor, containing a dehydro-amino acid residue. We here reveal in a proof-of-concept study that a ring opened lantibiotic (mersacidin) can be captured for pull-down from a culture broth, subsequently released and identified by mass spectrometry.

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