title: Pericyclic prenylation: peptide modification through a Claisen rearrangement.
abstract: LynF prenylates, but the prenyl migrates: Schmidt and co-workers have demonstrated that LynF from Lyngbya aestuarii is a reverse O-prenyl transferase. However, a forward C-prenylated product is obtained through a non-enzymatic Claisen rearrangement. The elucidation of this unprecedented two-step process is a significant contribution to our understanding of the biosynthesis of complex macrocyclic peptides.
authors: Department of Medicinal Chemistry and Molecular Pharmacology, The Purdue University Center for Cancer Research, West Lafayette, IN 47906, USA.
authors: Jaimeen D
authors: JD
authors: Majmudar
authors: Richard A
authors: RA
authors: Gibbs
mesh_terms: D010456:Peptides, Cyclic / Q000737:chemistry*; D054876:Prenylation
chemical_list: D010456:Peptides, Cyclic