Genomic loci for this biosynthetic pathway

Cluster Type From To
The following clusters are from record BGC0001037.1:
Cluster 1NRP / Polyketide118799

BGC0001037, pseurotin A biosynthetic gene cluster from Aspergillus fumigatus. Locus 1. Full MIBiG entry.

Chemical compounds

Compound: pseurotin
PubChem ID: 9845622
SMILES string: Copy to clipboard
Molecular formula: C22H25NO8
Average molecular mass: 431.441 Da
Molecular activity: Inhibitor
Molecular target: Immunoglobulin E

Class-specific details

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

Nonribosomal peptide synthetases:
psoA (EAL85113.2)
Module 2
A specificity: Phenylalanine
Evidence for specificity: Structure-based inference
C domain subtype: Other
Polyketide subclass:
Polyene (linear)
Polyketide synthase subclass:
Iterative type I
Starter unit:
Propionyl-CoA
Polyketide synthase / ketosynthase-encoding genes:
Iterative PKS subtype:
Partially reducing
4
Thioesterase type:
None
Release / cyclization type:
Other

Modular polyketide synthases:
psoA (EAL85113.2)
Module 1
AT specificity: Malonyl-CoA
Evidence for specificity: Activity assay
KR stereochemistry: Unknown
Scaffold-modifying domain: None
Module is iterated
Evidence for iteration: Unknown

Gene cluster description

pseurotin A (BGC0001037). Gene Cluster 1. Biosynthetic class = NRP/Polyketide. GenBank CM000176, positions 93113-100059. Click on genes for more information.

Legend:

biosynthetic genes
transport-related genes
regulatory genes
other genes

Domain annotation

General MIBiG information on this cluster

Complete gene cluster sequence?complete
Evidence for cluster-compound connection:Knock-out studies, Enzymatic assays, Heterologous expression
MIxS-compliance:Unknown
Contact for this cluster:Philipp Wiemann, Nancy Keller (University of Wisconsin-Madison)

Literature references

1. Zou Y et al. (2014) Methylation-dependent acyl transfer between polyketide synthase and nonribosomal peptide synthetase modules in fungal natural product biosynthesis. Org Lett 16(24):6390-3. doi: 10.1021/ol503179v. Epub 2014 Dec 10.
2. Tsunematsu Y et al. (2014) Elucidation of pseurotin biosynthetic pathway points to trans-acting C-methyltransferase: generation of chemical diversity. Angew Chem Int Ed Engl 53(32):8475-9. doi: 10.1002/anie.201404804.
3. Wiemann P et al. (2013) Prototype of an intertwined secondary-metabolite supercluster. Proc Natl Acad Sci U S A 110(42):17065-70. doi:
4. Ishikawa M et al. (2009) Pseurotin A and its analogues as inhibitors of immunoglobulin E [correction of immunoglobuline E] production. Bioorg Med Chem Lett 19(5):1457-60. doi: 10.1016/j.bmcl.2009.01.029.
5. Maiya S et al. (2007) Identification of a hybrid PKS/NRPS required for pseurotin A biosynthesis in the human pathogen Aspergillus fumigatus. Chembiochem 8(14):1736-43. doi: 10.1002/cbic.200700202.
6. Asami Y et al. (2008) Azaspirene, a fungal product, inhibits angiogenesis by blocking Raf-1 activation. Cancer Sci 99(9):1853-8. doi: 10.1111/j.1349-7006.2008.00890.x. Epub