Genomic loci for this biosynthetic pathway

Cluster Type From To
The following clusters are from record BGC0000333.1:
Cluster 1NRP147477

BGC0000333, cyclomarin biosynthetic gene cluster from Salinispora arenicola. Locus 1. Full MIBiG entry.

Chemical compounds

Compound: cyclomarin D
PubChem ID: 25220882
SMILES string: Copy to clipboard
Molecular formula: C55H80N8O10
Average molecular mass: 1013.291 Da
Molecular activity: Cytotoxic

Class-specific details

Biosynthetic class(es):
NRP
Other (cyclic)
Thioesterase type:
Type I
Release / cyclization type:
Macrolactamization

Nonribosomal peptide synthetases:
sare4562
Module 7
A specificity: 2-Amino-3,5-dimethyl-4-hexenoic Acid
Evidence for specificity: Structure-based inference
Amino acid biosynthesis subcluster:
C domain subtype: LCL
Module 6
A specificity: Leucine
Evidence for specificity: Unknown
C domain subtype: LCL
Module 5
A specificity: Valine
Evidence for specificity: Structure-based inference
C domain subtype: LCL
Module 4
A specificity: Phenylalanine
Evidence for specificity: Structure-based inference
C domain subtype: LCL
Module 3
A specificity: Alanine
Evidence for specificity: Structure-based inference
C domain subtype: LCL
Module 2
A specificity: Leucine
Evidence for specificity: Structure-based inference
C domain subtype: LCL
Scaffold-modifying domain: Methylation
Module 1
A specificity: Tryptophan
Evidence for specificity: Structure-based inference
C domain subtype: None

Gene cluster description

cyclomarin (BGC0000333). Gene Cluster 1. Biosynthetic class = NRP. GenBank CP000850, positions 5140169-5187645. Click on genes for more information.

Legend:

biosynthetic genes
transport-related genes
regulatory genes
other genes

Domain annotation

Homologous known gene clusters

General MIBiG information on this cluster

Complete gene cluster sequence?complete
Evidence for cluster-compound connection:Knock-out studies
MIxS-compliance:Unknown
Contact for this cluster:Nadine Ziemert (University of Tuebingen)

Literature references

1. Schultz AW et al. (2008) Biosynthesis and structures of cyclomarins and cyclomarazines, prenylated cyclic peptides of marine actinobacterial origin. J Am Chem Soc 130(13):4507-16. doi: 10.1021/ja711188x. Epub 2008 Mar
2. Schultz AW et al. (2010) Functional characterization of the cyclomarin/cyclomarazine prenyltransferase CymD directs the biosynthesis of unnatural cyclic peptides. J Nat Prod 73(3):373-7. doi: 10.1021/np9006876.