Genomic loci for this biosynthetic pathway

Cluster Type From To
The following clusters are from record BGC0001231.1:
Cluster 1NRP / Polyketide162268

BGC0001231, microsclerodermins biosynthetic gene cluster from Jahnella sp. MSr9139. Locus 1. Full MIBiG entry.

Chemical compounds

Compound: Microsclerodermin
SMILES string: Copy to clipboard
Molecular formula: C40H49N8O12Cl
Exact molecular mass: 851.312558 Da ([M+H-H2O]+)
Molecular activity: Antibacterial

Class-specific details

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

Nonribosomal peptide synthetases:
MscA (mscA)
Module 0
A specificity: None
Evidence for specificity: Unknown
MscF (mscF)
Module 5
A specificity: Asparagine
Evidence for specificity: Structure-based inference
C domain subtype: LCL
MscH (mscH)
Module 7
A specificity: Glycine
Evidence for specificity: Structure-based inference
C domain subtype: LCL
Scaffold-modifying domain: Methylation
Module 8
A specificity: Tryptophan
Evidence for specificity: Structure-based inference
AA is epimerized
C domain subtype: LCL
Module 9
A specificity: Glycine
Evidence for specificity: Structure-based inference
C domain subtype: DCL
MscI (mscI)
Module 10
A specificity: Glycine
Evidence for specificity: Structure-based inference
C domain subtype: LCL
Polyketide subclass:
Aryl polyene (cyclic)
Polyketide synthase subclass:
Modular type I
Starter unit:
Other
Thioesterase type:
Type I
Release / cyclization type:
Macrolactamization

Modular polyketide synthases:
MscA (mscA)
Module 1
AT specificity: Malonyl-CoA
Evidence for specificity: Structure-based inference
KR stereochemistry: B-group
Module is iterated
Evidence for iteration: Unknown

MscB (mscB)
Module 2
AT specificity: None
Evidence for specificity: Unknown
Module is skipped
Evidence for skipping: Structure-based inference

MscC (mscC)
Module 3
AT specificity: None
Evidence for specificity: Unknown
KR stereochemistry: Unknown
Module is iterated
Evidence for iteration: Unknown

mscD
Module 4
AT specificity: None
Evidence for specificity: Unknown
Module is iterated
Evidence for iteration: Unknown

MscF (mscF)
Module 5
AT specificity: None
Evidence for specificity: Unknown

MscG (mscG)
Module 6
AT specificity: Malonyl-CoA
Evidence for specificity: Structure-based inference
KR stereochemistry: B-group

MscI (mscI)
Module 11
AT specificity: Malonyl-CoA
Evidence for specificity: Structure-based inference
KR stereochemistry: B-group

Gene cluster description

microsclerodermins (BGC0001231). Gene Cluster 1. Biosynthetic class = NRP/Polyketide. GenBank KF657739, positions 1-62268. 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:No
Comments:module 1 can have 1 or 2 iterations, both derivatives are found. Module 3 has 2 iterations as inferred from molecule structure.
Contact for this cluster:Thomas Hoffmann (Helmholtz Institute for Pharmaceutical Research Saarland (HIPS))

Literature references

1. Hoffmann T et al. (2013) Microsclerodermins from terrestrial myxobacteria: an intriguing biosynthesis likely connected to a sponge symbiont. J Am Chem Soc 135(45):16904-11. doi: 10.1021/ja4054509. Epub 2013
2. Kunze B et al. (2008) Pedein A and B: production, isolation, structure elucidation and biological properties of new antifungal cyclopeptides from Chondromyces pediculatus (Myxobacteria). J Antibiot (Tokyo) 61(1):18-26. doi: 10.1038/ja.2008.104.