Genomic loci for this biosynthetic pathway

Cluster Type From To
The following clusters are from record BGC0001070.1:
Cluster 1NRP / Polyketide1132542

BGC0001070, kirromycin biosynthetic gene cluster from Streptomyces collinus. Locus 1. Full MIBiG entry.

Chemical compounds

Compound: kirromycin
PubChem ID: 54697674
ChemSpider ID: 4883396
SMILES string: Copy to clipboard
Molecular formula: C43H60N2O12
Average molecular mass: 796.955 Da
Molecular activity: Antibacterial
Molecular target: EF-Tu

Class-specific details

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

Nonribosomal peptide synthetases:
kirAIII (CAN89633.1)
Module 6
A specificity: Glycine
Evidence for specificity: Structure-based inference
C domain subtype: LCL
kirB (CAN89638.1)
Module 16
A specificity: Beta-alanine
Evidence for specificity: Structure-based inference
Amino acid biosynthesis subcluster: can89641.1
C domain subtype: LCL
Polyketide subclass:
Other (linear)
Polyketide synthase subclass:
Modular type I / Trans-AT type I
Starter unit:
Acetyl-CoA
CAN89639.1,CAN89643.1
Thioesterase type:
None
Release / cyclization type:
Unknown

Modular polyketide synthases:
kirAI (CAN89631.1)
Module 0
Module 1
Module 2

kirAII (CAN89632.1)
Module 2
KR stereochemistry: B-group
Module 3
KR stereochemistry: A-group
Scaffold-modifying domain: Methylation
Module 4
KR stereochemistry: B-group
Module 5

kirAIII (CAN89633.1)
Module 7

kirAIV (CAN89634.1)
Module 7
KR stereochemistry: A-group
Module 8
KR stereochemistry: B-group
Scaffold-modifying domain: Methylation
Module 9
Module 10
KR stereochemistry: A-group
Module 11
KR stereochemistry: B-group
Module 12

kirAV (CAN89635.1)
Module 12
KR stereochemistry: B-group
Module 13
KR stereochemistry: B-group

kirAVI (CAN89636.1)
Module 14
AT specificity: Methylmalonyl-CoA
Evidence for specificity: Unknown
KR stereochemistry: B-group
Module 15
AT specificity: Malonyl-CoA
Evidence for specificity: Unknown

Gene cluster description

kirromycin (BGC0001070). Gene Cluster 1. Biosynthetic class = NRP/Polyketide. GenBank AM746336, positions 23876-103763. 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:Tilmann Weber (The Novo Nordisk Foundation Center for Biosustainability, Technical University of Denmark)

Literature references

1. Wolf H, Zahner H. (1972 TI) [Metabolic products of microorganisms. 99. Kirromycin]. Arch Mikrobiol 83(2):147-54.
2. Wolf H et al. (1974) Kirromycin, an inhibitor of protein biosynthesis that acts on elongation factor Tu. Proc Natl Acad Sci U S A 71(12):4910-4.
3. Weber T et al. (2008) Molecular analysis of the kirromycin biosynthetic gene cluster revealed beta-alanine as precursor of the pyridone moiety. Chem Biol 15(2):175-88. doi: 10.1016/j.chembiol.2007.12.009.
4. Musiol EM et al. (2011) Supramolecular templating in kirromycin biosynthesis: the acyltransferase KirCII loads ethylmalonyl-CoA extender onto a specific ACP of the trans-AT PKS. Chem Biol 18(4):438-44. doi: 10.1016/j.chembiol.2011.02.007.
5. Laiple KJ et al. (2009) The kirromycin gene cluster of Streptomyces collinus Tu 365 codes for an aspartate-alpha-decarboxylase, KirD, which is involved in the biosynthesis of the precursor beta-alanine. J Antibiot (Tokyo) 62(8):465-8. doi: 10.1038/ja.2009.67. Epub 2009 Jul
6. Pavlidou M et al. (2011) The phosphopantetheinyl transferase KirP activates the ACP and PCP domains of the kirromycin NRPS/PKS of Streptomyces collinus Tu 365. FEMS Microbiol Lett 319(1):26-33. doi:
7. Musiol EM et al. (2013) The AT(2) domain of KirCI loads malonyl extender units to the ACPs of the kirromycin PKS. Chembiochem 14(11):1343-52. doi: 10.1002/cbic.201300211. Epub 2013