Genomic loci for this biosynthetic pathway

Cluster Type From To
The following clusters are from record BGC0000177.1:
Cluster 1Polyketide153336

BGC0000177, dorrigocin / migrastatin biosynthetic gene cluster from Streptomyces platensis. Locus 1. Full MIBiG entry.

Chemical compounds

Compound: iso-migrastatin
PubChem ID: 15940571
ChEMBL ID: 1221912
SMILES string: Copy to clipboard
Molecular formula: C27H39NO7
Average molecular mass: 489.609 Da
Molecular activity: Cytotoxic, Inhibitor

Class-specific details

Biosynthetic class(es):
Polyketide
Polyketide subclass:
Macrolide (cyclic)
Polyketide synthase subclass:
Modular type I / Trans-AT type I
Starter unit:
Malonyl-CoA
ACY01393
Thioesterase type:
Type I
Release / cyclization type:
Macrolactonization

Modular polyketide synthases:
mgsC (ACY01388.1)
Module 0
Scaffold-modifying domain: None

mgsE (ACY01390.1)
Module 1
KR stereochemistry: Unknown
Scaffold-modifying domain: None
Module 2
Scaffold-modifying domain: Michael branching
Module 3
Scaffold-modifying domain: None

mgsF (ACY01391.1)
Module 3
KR stereochemistry: Unknown
Scaffold-modifying domain: None
Module 4
Scaffold-modifying domain: None
Module 5
KR stereochemistry: Unknown
Scaffold-modifying domain: Methylation
Module 6
KR stereochemistry: Unknown
Scaffold-modifying domain: Methylation
Module 7
Scaffold-modifying domain: None
Module 8
KR stereochemistry: Unknown
Scaffold-modifying domain: None
Module 9
Scaffold-modifying domain: None

mgsG (ACY01392.1)
Module 10
KR stereochemistry: Unknown
Scaffold-modifying domain: None
Module 9
Scaffold-modifying domain: None

Gene cluster description

dorrigocin / migrastatin (BGC0000177). Gene Cluster 1. Biosynthetic class = Polyketide. GenBank GQ274953, positions 1-53336. 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, Sequence-based prediction
MIxS-compliance:Unknown
Contact for this cluster:Guohui Pan (The Scripps Research Institute)

Literature references

1. Lim SK et al. (2009) iso-Migrastatin, migrastatin, and dorrigocin production in Streptomyces platensis NRRL 18993 is governed by a single biosynthetic machinery featuring an acyltransferase-less type I polyketide synthase. J Biol Chem 284(43):29746-56. doi: 10.1074/jbc.M109.046805. Epub
2. Ma M et al. (2013) Post-polyketide synthase steps in iso-migrastatin biosynthesis, featuring tailoring enzymes with broad substrate specificity. J Am Chem Soc 135(7):2489-92. doi: 10.1021/ja4002635. Epub 2013 Feb
3. Woo EJ et al. (2002) Migrastatin and a new compound, isomigrastatin, from Streptomyces platensis. J Antibiot (Tokyo) 55(2):141-6.
4. Ju J et al. (2005) Migrastatin and dorrigocins are shunt metabolites of iso-migrastatin. J Am Chem Soc 127(6):1622-3. doi: 10.1021/ja043808i.