ChemMedChem

Cover image for Vol. 12 Issue 4

Editorial Board Chairs: Antonello Mai, Rainer Metternich. Assoc. Editors: David Peralta, Scott Williams (Sr)

Impact Factor: 2.98

ISI Journal Citation Reports © Ranking: 2015: 18/59 (Chemistry Medicinal); 77/255 (Pharmacology & Pharmacy)

Online ISSN: 1860-7187

Associated Title(s): Angewandte Chemie International Edition, Chemistry - A European Journal, Chemistry – An Asian Journal, ChemBioChem, Medicinal Research Reviews, Molecular Informatics

August 03, 2010

VIP: High-Resolution Crystal Structure of a Lasso Peptide

VIP: High-Resolution Crystal Structure of a Lasso PeptideHerbert Nar,* Angela Schmid, Carsten Puder, and Olivier Potterat

Lariat protoknot (lasso) peptides, in which the C-terminal tail is threaded through an N-terminal macrolactam ring on the same molecule, are gathering increased attention for their potential use in a variety of bioactive contexts. Nar and colleagues determined the first high-resolution crystal structure of a such a lasso peptide, BI-32169, providing unprecedented detail into the structure of this class of important natural products.

With the first crystal structure of a lasso peptide, it is now possible to analyze the fine structure of the lasso fold at atomic resolution and to discuss structural details in terms of the known biochemical properties of BI-32169 as a representative of this family of peptides. Comparing the NMR with the crystal structure, it is obvious that despite overall similarities (lasso fold, location of ring penetrating residues) there are striking differences in the peptide structure, not only in the side chain conformations, but also in backbone structure.

Received June 23, 2010; published online July 27, 2010, DOI: 10.1002/cmdc.201000264.

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