Genomic loci for this biosynthetic pathway

Cluster Type From To
The following clusters are from record BGC0000036.1:
Cluster 1Polyketide / Saccharide1111968

BGC0000036, chlorothricin biosynthetic gene cluster from Streptomyces antibioticus. Locus 1. Full MIBiG entry.

Chemical compounds

Compound: chlorothricin
SMILES string: Copy to clipboard
Molecular formula: C49H61ClO16
Exact molecular mass: 940.3648 Da (None)
Molecular activity: Antibacterial
Molecular target: Pyruvate biosynthesis

Class-specific details

Biosynthetic class(es):
Polyketide / Saccharide
Polyketide subclass:
Macrolide (linear)
Polyketide synthase subclass:
Modular type I / Iterative type I
Starter unit:
Acetyl-CoA
Polyketide synthase / ketosynthase-encoding genes:
CHLB1
Iterative PKS subtype:
Partially reducing
Number of iterations:
2
C2-C7 first
Thioesterase type:
None
Release / cyclization type:
Claisen condensation

Modular polyketide synthases:
chlA1
Module 0
AT specificity: Malonyl-CoA
Evidence for specificity: Sequence-based prediction
KR stereochemistry: B-group
Module 1
AT specificity: methylmalonyl-CoA
Evidence for specificity: Sequence-based prediction
KR stereochemistry: B-group
Module 2
AT specificity: malonyl-CoA
Evidence for specificity: Sequence-based prediction
KR stereochemistry: B-group

chlA2
Module 3
AT specificity: malonyl-CoA
Evidence for specificity: Sequence-based prediction
KR stereochemistry: B-group
Module 4
AT specificity: malonyl-CoA
Evidence for specificity: Sequence-based prediction
KR stereochemistry: B-group

chlA3
Module 5
AT specificity: malonyl-CoA
Evidence for specificity: Sequence-based prediction
KR stereochemistry: B-group
Module 6
AT specificity: malonyl-CoA
Evidence for specificity: Sequence-based prediction
KR stereochemistry: B-group
Module 7
AT specificity: malonyl-CoA
Evidence for specificity: Sequence-based prediction
KR stereochemistry: B-group

chlA4
Module 8
AT specificity: malonyl-CoA
Evidence for specificity: Sequence-based prediction
KR stereochemistry: B-group

chlA5
Module 9
AT specificity: malonyl-CoA
Evidence for specificity: Sequence-based prediction
KR stereochemistry: B-group
Module 10
AT specificity: methylmalonyl-CoA
Evidence for specificity: Sequence-based prediction
KR stereochemistry: B-group

chlA6
Module 11
AT specificity: malonyl-CoA
Evidence for specificity: Sequence-based prediction
KR stereochemistry: B-group

Saccharide subclass:
oligosaccharide
Glycosyltransferases:
CHLC6:
Specificity: Unknown
Evidence for specificity: Unknown
CHLC7:
Specificity: Unknown
Evidence for specificity: Unknown

Gene cluster description

chlorothricin (BGC0000036). Gene Cluster 1. Biosynthetic class = Polyketide/Saccharide. GenBank DQ116941. 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, Heterologous expression, Gene expression correlated with compound production, Sequence-based prediction
MIxS-compliance:Unknown
Contact for this cluster:Zhenhua Tian (Shanghai Institute of Organic Chemistry, Chinese Academy of Science)

Literature references

1. Jia XY et al. (2006) Genetic characterization of the chlorothricin gene cluster as a model for spirotetronate antibiotic biosynthesis. Chem Biol 13(6):575-85. doi: 10.1016/j.chembiol.2006.03.008.
2. Shao L et al. (2006) Cloning and characterization of a bacterial iterative type I polyketide synthase gene encoding the 6-methylsalicyclic acid synthase. Biochem Biophys Res Commun 345(1):133-9. doi:
3. Ding W et al. (2010) Insights into bacterial 6-methylsalicylic acid synthase and its engineering to orsellinic acid synthase for spirotetronate generation. Chem Biol 17(5):495-503. doi: 10.1016/j.chembiol.2010.04.009.
4. He QL et al. (2009) Dissection of two acyl-transfer reactions centered on acyl-S-carrier protein intermediates for incorporating 5-chloro-6-methyl-O-methylsalicyclic acid into chlorothricin. Chembiochem 10(5):813-9. doi: 10.1002/cbic.200800714.