Genomic loci for this biosynthetic pathway

Cluster Type From To
The following clusters are from record BGC0000110.1:
Cluster 1Polyketide138365

BGC0000110, neoaureothin biosynthetic gene cluster from Streptomyces orinoci. Locus 1. Full MIBiG entry.

Chemical compounds

Compound: Neoaureothin
PubChem ID: 5352028
ChemSpider ID: 4509000
SMILES string: Copy to clipboard
Molecular formula: C28H31NO6
Average molecular mass: 477.557 Da
Molecular activity: Antifungal, Inhibitor
Molecular target: reverse transcriptase

Class-specific details

Biosynthetic class(es):
Polyketide
Polyketide subclass:
Polyene (linear)
Polyketide synthase subclass:
Modular type I
Starter unit:
p-Nitrobenzoate
Thioesterase type:
Type I
Release / cyclization type:
Macrolactonization

Modular polyketide synthases:
norA (CAO85893.1)
Module 1
AT specificity: Methylmalonyl-CoA
Evidence for specificity: Sequence-based prediction
KR stereochemistry: B-group
Module is iterated
Evidence for iteration: Unknown

norA_ (CAO85896.1)
Module 2
AT specificity: Methylmalonyl-CoA
Evidence for specificity: Sequence-based prediction
KR stereochemistry: B-group
Module 3
AT specificity: Methylmalonyl-CoA
Evidence for specificity: Sequence-based prediction
KR stereochemistry: B-group

norB (CAO85897.1)
Module 4
AT specificity: Malonyl-CoA
Evidence for specificity: Sequence-based prediction
KR stereochemistry: B-group

norC (CAO85898.1)
Module 5
AT specificity: Methylmalonyl-CoA
Evidence for specificity: Unknown
Module 6

Gene cluster description

neoaureothin (BGC0000110). Gene Cluster 1. Biosynthetic class = Polyketide. GenBank AM778535. 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:Heterologous expression, Sequence-based prediction, Other
MIxS-compliance:Unknown
Comments:The AT domain within module 6 is inactive and thus module 6 uses the AT domain from module 5.
Contact for this cluster:Keishi Ishida (Leipniz Institute for Natural Product Research and Infection Biology)

Literature references

1. Traitcheva N et al. (2007) Non-colinear polyketide biosynthesis in the aureothin and neoaureothin pathways: an evolutionary perspective. Chembiochem 8(15):1841-9. doi: 10.1002/cbic.200700309.
2. Busch B, Hertweck C. (2009) Evolution of metabolic diversity in polyketide-derived pyrones: using the non-colinear aureothin assembly line as a model system. Phytochemistry 70(15-16):1833-40. doi:
3. Sugimoto Y et al. (2014) Rational design of modular polyketide synthases: morphing the aureothin pathway into a luteoreticulin assembly line. Angew Chem Int Ed Engl 53(6):1560-4. doi: 10.1002/anie.201308176.
4. Isaka M et al. (2002) Potent in vitro antimalarial activity of metacycloprodigiosin isolated from Streptomyces spectabilis BCC 4785. Antimicrob Agents Chemother 46(4):1112-3.
5. Cassinelli G et al. (1967) New antibiotics produced by Streptoverticillium orinoci, n. sp. Arch Mikrobiol 55(4):358-68.
6. Kurosawa K et al. (2001) SNF4435C and D, novel immunosuppressants produced by a strain of Streptomyces spectabilis. I. Taxonomy, fermentation, isolation and biological activities. J Antibiot (Tokyo) 54(7):541-7.
7. Choi YS et al. (2010) Cloning and heterologous expression of the spectinabilin biosynthetic gene cluster from Streptomyces spectabilis. Mol Biosyst 6(2):336-8. doi: 10.1039/b923177c. Epub 2009 Dec 22.
8. Shao Z et al. (2013) Refactoring the silent spectinabilin gene cluster using a plug-and-play scaffold. ACS Synth Biol 2(11):662-9. doi: 10.1021/sb400058n. Epub 2013 Aug