Genomic loci for this biosynthetic pathway

Cluster Type From To
The following clusters are from record BGC0000972.1:
Cluster 1NRP / Polyketide155140

BGC0000972, colibactin biosynthetic gene cluster from Escherichia coli. Locus 1. Full MIBiG entry.

Chemical compounds

Compound: N-myristoyl-D-asparagine
SMILES string: Copy to clipboard
Molecular formula: C18H34N2O4
Molecular activity: Antibacterial, Other

Class-specific details

Biosynthetic class(es):
NRP / Polyketide
Other (linear)
Thioesterase type:
Unknown
Release / cyclization type:
Unknown

Nonribosomal peptide synthetases:
clbB (CAJ76298.1)
Module 2
A specificity: Alanine
Evidence for specificity: Activity assay
C domain subtype: DCL
clbH (CAJ76292.1)
Module x
A specificity: Serine
Evidence for specificity: Sequence-based prediction
C domain subtype: N/A
Module x
A specificity: None
Evidence for specificity: None
C domain subtype: LCL
clbJ (CAJ76290.1)
Module x
A specificity: Glycine
Evidence for specificity: Sequence-based prediction
C domain subtype: LCL
Module x
A specificity: Cysteine
Evidence for specificity: Sequence-based prediction
C domain subtype: Heterocyclization
clbK (CAJ76289.1)
Module x
A specificity: Cysteine
Evidence for specificity: Sequence-based prediction
C domain subtype: Heterocyclization
clbN (CAJ76286.1)
Module 1
A specificity: Asparigine
Evidence for specificity: Activity assay
AA is epimerized
C domain subtype: Starter
Polyketide subclass:
Other (linear)
Polyketide synthase subclass:
Modular type I / Trans-AT type I
Starter unit:
Other
Thioesterase type:
Unknown
Release / cyclization type:
Unknown

Modular polyketide synthases:
clbB (CAJ76298.1)
Module 3
AT specificity: Malonyl-CoA
Evidence for specificity: Structure-based inference
KR stereochemistry: Unknown
Scaffold-modifying domain: None

clbC (CAJ76297.1)
Module x
Scaffold-modifying domain: None

clbI (CAJ76291.1)
Module x
AT specificity: Malonyl-CoA
Evidence for specificity: Sequence-based prediction
Scaffold-modifying domain: None

clbK (CAJ76289.1)
Module x
Scaffold-modifying domain: None

clbO (CAJ76285.1)
Module x
Scaffold-modifying domain: None

Gene cluster description

colibactin (BGC0000972). Gene Cluster 1. Biosynthetic class = NRP/Polyketide. GenBank AM229678, positions 2567-52787. 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, Heterologous expression
MIxS-compliance:Unknown
Contact for this cluster:Emily Balskus (Harvard University)

Literature references

1. Nougayrede JP et al. (2006) Escherichia coli induces DNA double-strand breaks in eukaryotic cells. Science 313(5788):848-51. doi: 10.1126/science.1127059.
2. Homburg S et al. (2007) Expression analysis of the colibactin gene cluster coding for a novel polyketide in Escherichia coli. FEMS Microbiol Lett 275(2):255-62. doi:
3. Brotherton CA, Balskus EP. (2013) A prodrug resistance mechanism is involved in colibactin biosynthesis and cytotoxicity. J Am Chem Soc 135(9):3359-62. doi: 10.1021/ja312154m. Epub 2013 Feb
4. Bian X et al. (2013) In vivo evidence for a prodrug activation mechanism during colibactin maturation. Chembiochem 14(10):1194-7. doi: 10.1002/cbic.201300208. Epub 2013 Jun
5. Vizcaino MI et al. (2014) Comparative metabolomics and structural characterizations illuminate colibactin pathway-dependent small molecules. J Am Chem Soc 136(26):9244-7. doi: 10.1021/ja503450q. Epub 2014 Jun