Genomic loci for this biosynthetic pathway

Cluster Type From To
The following clusters are from record BGC0000964.1:
Cluster 1NRP / Polyketide138578

BGC0000964, burkholdac biosynthetic gene cluster from Burkholderia thailandensis. Locus 1. Full MIBiG entry.

Chemical compounds

Compound: Burkholdac A
SMILES string: Copy to clipboard
Molecular formula: C22H35N3O6S3
Exact molecular mass: 533.168797 Da (M+)
Molecular activity: Cytotoxic
Molecular target: Histone deactylase inhibitor (HDAC)

Class-specific details

Biosynthetic class(es):
NRP / Polyketide
Cyclic depsipeptide (cyclic)
Thioesterase type:
Type I
Release / cyclization type:
Macrolactamization

Nonribosomal peptide synthetases:
No gene ID (ABC39418.1)
Module 1
A specificity: Cysteine
Evidence for specificity: Structure-based inference
C domain subtype: Heterocyclization
No gene ID (ABC36785.1)
Module 4
A specificity: Methionine
Evidence for specificity: Structure-based inference
AA is epimerized
C domain subtype: LCL
Module 5
A specificity: Cysteine
Evidence for specificity: Structure-based inference
AA is epimerized
C domain subtype: Dual
Module 6
A specificity: Isoleucine
Evidence for specificity: Structure-based inference
AA is epimerized
C domain subtype: DCL
No gene ID (ABC38000.1)
Module 8
A specificity: Unknown
Evidence for specificity: Unknown
C domain subtype: DCL
Polyketide subclass:
Ansamycin (cyclic)
Polyketide synthase subclass:
Trans-AT type I
Starter unit:
Malonyl-CoA
Thioesterase type:
Type I
Release / cyclization type:
Macrolactonization

Modular polyketide synthases:
No gene ID (ABC39418.1)
Module 0
AT specificity: Malonyl-CoA
Evidence for specificity: None
Scaffold-modifying domain: None

No gene ID (ABC38737.1)
Module 2
KR stereochemistry: Unknown
Scaffold-modifying domain: None

No gene ID (ABC36687.1)
Module 3
KR stereochemistry: Unknown
Scaffold-modifying domain: None

No gene ID (ABC38101.1)
Module 7
KR stereochemistry: Unknown
Scaffold-modifying domain: None

Gene cluster description

burkholdac (BGC0000964). Gene Cluster 1. Biosynthetic class = NRP/Polyketide. GenBank CP000086, positions 2655707-2694284. 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:Gene expression correlated with compound production
MIxS-compliance:Unknown
Contact for this cluster:John Biggins (The Rockefeller University)

Literature references

1. Biggins JB et al. (2011) Acyldepsipeptide HDAC inhibitor production induced in Burkholderia thailandensis. Org Lett 13(6):1536-9. doi: 10.1021/ol200225v. Epub 2011 Feb 24.
2. Benelkebir H et al. (2011) Total synthesis and stereochemical assignment of burkholdac B, a depsipeptide HDAC inhibitor. Org Lett 13(24):6334-7. doi: 10.1021/ol202197q. Epub 2011 Nov 17.
3. Fukui Y et al. (2014) Total synthesis of burkholdacs A and B and 5,6,20-tri-epi-burkholdac A: HDAC inhibition and antiproliferative activity. Eur J Med Chem 76:301-13. doi: 10.1016/j.ejmech.2014.02.044. Epub