RRC ID 39749
Author Parajuli A, Kwak DH, Dalponte L, Leikoski N, Galica T, Umeobika U, Trembleau L, Bent A, Sivonen K, Wahlsten M, Wang H, Rizzi E, De Bellis G, Naismith J, Jaspars M, Liu X, Houssen W, Fewer DP.
Title A Unique Tryptophan C-Prenyltransferase from the Kawaguchipeptin Biosynthetic Pathway.
Journal Angew Chem Int Ed Engl
Abstract Cyanobactins are a rapidly growing family of linear and cyclic peptides produced by cyanobacteria. Kawaguchipeptins A and B, two macrocyclic undecapeptides reported earlier from Microcystis aeruginosa NIES-88, are shown to be products of the cyanobactin biosynthetic pathway. The 9 kb kawaguchipeptin (kgp) gene cluster was identified in a 5.26 Mb draft genome of Microcystis aeruginosa NIES-88. We verified that this gene cluster is responsible for the production of the kawaguchipeptins through heterologous expression of the kgp gene cluster in Escherichia coli. The KgpF prenyltransferase was overexpressed and was shown to prenylate C-3 of Trp residues in both linear and cyclic peptides in vitro. Our findings serve to further enhance the structural diversity of cyanobactins to include tryptophan-prenylated cyclic peptides.
Volume 55(11)
Pages 3596-9
Published 2016-3-7
DOI 10.1002/anie.201509920
PMID 26846478
PMC PMC5108402
MeSH Amino Acid Sequence Dimethylallyltranstransferase / chemistry Dimethylallyltranstransferase / metabolism* Escherichia coli / genetics Genome, Bacterial Microcystis / genetics Multigene Family Tryptophan / metabolism*
IF 12.959
Times Cited 20
WOS Category CHEMISTRY, MULTIDISCIPLINARY
Resource
Algae NIES-88