Genomic loci for this biosynthetic pathway

Cluster Type From To
The following clusters are from record BGC0001112.1:
Cluster 1NRP / Polyketide181989

BGC0001112, rhizoxins biosynthetic gene cluster from Burkholderia rhizoxinica. Locus 1. Full MIBiG entry.

Chemical compounds

Compound: rhizoxin A
PubChem ID: 6437358
SMILES string: Copy to clipboard
Molecular formula: C35H47NO9
Average molecular mass: 625.759 Da
Molecular activity: Cytotoxic
Molecular target: tublin

Class-specific details

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

Nonribosomal peptide synthetases:
rhiA, CAL69888.1
Module 1
A specificity: Unknown
Evidence for specificity: Unknown
C domain subtype: Other
rhiB, CAL69889.1
Module 1
A specificity: Serine
Evidence for specificity: Structure-based inference
C domain subtype: N/A
Scaffold-modifying domain: Oxidation
Polyketide subclass:
Macrolide (cyclic)
Polyketide synthase subclass:
Trans-AT type I
Starter unit:
Malonyl-CoA
RHIG,AM411073
Thioesterase type:
Type I
Release / cyclization type:
Macrolactonization

Modular polyketide synthases:
rhiA, CAL69888.1
Module 0
Scaffold-modifying domain: None

rhiB, CAL69889.1
Module 1
KR stereochemistry: B-group
Scaffold-modifying domain: Methylation
Module 2
KR stereochemistry: B-group
Scaffold-modifying domain: None
Module 3
KR stereochemistry: B-group
Scaffold-modifying domain: None

rhiC, CAL69890.1
Module 3
Scaffold-modifying domain: Methylation
Module 4
KR stereochemistry: A-group
Scaffold-modifying domain: Methylation
Module 5
KR stereochemistry: B-group
Scaffold-modifying domain: None
Module 6
KR stereochemistry: A-group
Scaffold-modifying domain: None

rhiD, CAL69891.1
Module 7
KR stereochemistry: B-group
Scaffold-modifying domain: Other
Module 8
KR stereochemistry: B-group
Scaffold-modifying domain: Methylation

rhiE, CAL69892.1
Module 10
KR stereochemistry: B-group
Scaffold-modifying domain: None
Module 11
Scaffold-modifying domain: Michael branching
Module 9
KR stereochemistry: A-group
Scaffold-modifying domain: Other

rhiF, CAL69893.1
Module 12
KR stereochemistry: B-group
Scaffold-modifying domain: None

Gene cluster description

rhizoxins (BGC0001112). Gene Cluster 1. Biosynthetic class = NRP/Polyketide. GenBank AM411073. 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, Enzymatic assays, Sequence-based prediction
MIxS-compliance:Unknown
Contact for this cluster:Yuta Tsunematsu (University of Shizuoka)

Literature references

1. Partida-Martinez LP, Hertweck C. (2007) A gene cluster encoding rhizoxin biosynthesis in "Burkholderia rhizoxina", the bacterial endosymbiont of the fungus Rhizopus microsporus. Chembiochem 8(1):41-5. doi: 10.1002/cbic.200600393.
2. Kusebauch B et al. (2009 TI) Polyketide-chain branching by an enzymatic Michael addition. Angew Chem Int Ed Engl 48(27):5001-4. doi: 10.1002/anie.200900277.
3. Scherlach K et al. (2012) Symbiotic cooperation in the biosynthesis of a phytotoxin. Angew Chem Int Ed Engl 51(38):9615-8. doi: 10.1002/anie.201204540.
4. Bretschneider T et al. (2013) Vinylogous chain branching catalysed by a dedicated polyketide synthase module. Nature 502(7469):124-8. doi: 10.1038/nature12588. Epub 2013 Sep 18.
5. Heine D et al. (2014) Enzymatic polyketide chain branching to give substituted lactone, lactam, and glutarimide heterocycles. Angew Chem Int Ed Engl 53(43):11645-9. doi: 10.1002/anie.201407282.