Lyngbyatoxin biosynthesis: sequence of biosynthetic gene cluster and identification of a novel aromatic prenyltransferase.
The lyngbyatoxins are potent skin irritants produced by Lyngbya majuscula and cause a condition known as "Swimmer's Itch" off Honolulu, HI. Reported is the molecular cloning of the lyngbyatoxin (ltx) biosynthetic gene cluster from L. majuscula using a strategy based on its predicted nonribosomal peptide synthetase (NRPS) assembly. The biosynthetic gene cluster spans 11.3 kilobase pairs and encodes for a two-module NRPS (LtxA), a P450 monooxygenase (LtxB), an aromatic prenyltransferase (LtxC), and an oxidase/reductase protein (LtxD). LtxC was heterologously produced and purified from E. coli and shown to catalyze the transfer of a geranyl group to (-)-indolactam V as the final step in the biosynthesis of lyngbyatoxin A.
Edwards
Daniel J
DJ
College of Pharmacy, Oregon State University, Corvallis, OR 97331, USA.
Gerwick
William H
WH
D003001:Cloning, Molecular; D000458:Cyanobacteria / Q000201:enzymology* / Q000235:genetics* / Q000378:metabolism; D004122:Dimethylallyltranstransferase / Q000235:genetics / Q000378:metabolism*; D007211:Indoles / Q000737:chemistry / Q000378:metabolism; D007769:Lactams / Q000737:chemistry / Q000378:metabolism; D008235:Lyngbya Toxins / Q000096:biosynthesis* / Q000235:genetics*; D005810:Multigene Family
D007211:Indoles; D007769:Lactams; D008235:Lyngbya Toxins; C068546:lyngbyatoxin B; C068547:lyngbyatoxin C; C043969:indolactam V; D004122:Dimethylallyltranstransferase; C019457:lyngbyatoxin A