Structure of trichamide, a cyclic peptide from the bloom-forming cyanobacterium Trichodesmium erythraeum, predicted from the genome sequence.
A gene cluster for the biosynthesis of a new small cyclic peptide, dubbed trichamide, was discovered in the genome of the global, bloom-forming marine cyanobacterium Trichodesmium erythraeum ISM101 because of striking similarities to the previously characterized patellamide biosynthesis cluster. The tri cluster consists of a precursor peptide gene containing the amino acid sequence for mature trichamide, a putative heterocyclization gene, an oxidase, two proteases, and hypothetical genes. Based upon detailed sequence analysis, a structure was predicted for trichamide and confirmed by Fourier transform mass spectrometry. Trichamide consists of 11 amino acids, including two cysteine-derived thiazole groups, and is cyclized by an N C terminal amide bond. As the first natural product reported from T. erythraeum, trichamide shows the power of genome mining in the prediction and discovery of new natural products.
Sudek
Sebastian
S
Scripps Institution of Oceanography, University of California--San Diego, La Jolla, California, USA.
Haygood
Margo G
MG
Youssef
Diaa T A
DT
Schmidt
Eric W
EW
D000595:Amino Acid Sequence; D000458:Cyanobacteria / Q000235:genetics* / Q000302:isolation & purification / Q000378:metabolism*; D016680:Genome, Bacterial; D008969:Molecular Sequence Data; D010456:Peptides, Cyclic / Q000096:biosynthesis / Q000737:chemistry* / Q000235:genetics; D012623:Seawater / Q000382:microbiology
D010456:Peptides, Cyclic