Genomic loci for this biosynthetic pathway

Cluster Type From To
The following clusters are from record BGC0000346.1:
Cluster 1NRP / Polyketide129930

BGC0000346, epoxomicin biosynthetic gene cluster from Goodfellowiella coeruleoviolacea. Locus 1. Full MIBiG entry.

Chemical compounds

Compound: epoxomicin
PubChem ID: 9915668
SMILES string: Copy to clipboard
Molecular formula: C28H50N4O7
Average molecular mass: 554.729 Da
Molecular activity: Cytotoxic, Inhibitor
Molecular target: proteasome

Class-specific details

Biosynthetic class(es):
NRP / Polyketide
Other (linear)
Thioesterase type:
None
Release / cyclization type:
Unknown

Nonribosomal peptide synthetases:
epxD (AHB38497.1)
Module 1
A specificity: Isoleucine
Evidence for specificity: Sequence-based prediction
C domain subtype: Starter
Scaffold-modifying domain: Methylation
Module 2
A specificity: Isoleucine
Evidence for specificity: Sequence-based prediction
C domain subtype: LCL
Module 3
A specificity: Threonine
Evidence for specificity: Sequence-based prediction
C domain subtype: LCL
Module 4
A specificity: Leucine
Evidence for specificity: None
C domain subtype: LCL
Polyketide subclass:
Other (linear)
Polyketide synthase subclass:
Modular type I
Starter unit:
Other
Thioesterase type:
Type I
Release / cyclization type:
Unknown

Modular polyketide synthases:
epxE (AHB38498.1)
Module 5
AT specificity: Malonyl-CoA
Evidence for specificity: Sequence-based prediction
Scaffold-modifying domain: Methylation

Gene cluster description

epoxomicin (BGC0000346). Gene Cluster 1. Biosynthetic class = NRP/Polyketide. GenBank KF647219, positions 1987-29261. 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:Heterologous expression
MIxS-compliance:Unknown
Contact for this cluster:Leonard Kaysser (Eberhard Karls University Tuebingen)

Literature references

1. Schorn M et al. (2014) Genetic basis for the biosynthesis of the pharmaceutically important class of epoxyketone proteasome inhibitors. ACS Chem Biol 9(1):301-9. doi: 10.1021/cb400699p. Epub 2013 Nov 8.
2. Hanada M et al. (1992) Epoxomicin, a new antitumor agent of microbial origin. J Antibiot (Tokyo) 45(11):1746-52.
3. Sin N et al. (1999) Total synthesis of the potent proteasome inhibitor epoxomicin: a useful tool for understanding proteasome biology. Bioorg Med Chem Lett 9(15):2283-8.
4. Meng L et al. (1999) Epoxomicin, a potent and selective proteasome inhibitor, exhibits in vivo antiinflammatory activity. Proc Natl Acad Sci U S A 96(18):10403-8.