BGC0000122: phenylnannolone A biosynthetic gene cluster from Nannocystis pusilla
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Location: 1 - 36,839 nt. (total: 36,839 nt).
This entry is originally from NCBI GenBank KF739396.1.

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core biosynthetic genes
additional biosynthetic genes
transport-related genes
regulatory genes
other genes
resistance
TTA codons
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Gene details
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General
Compounds
Genes
Polyketide
History
NRPS/PKS domains
KnownClusterBlast
General information about the BGC
MIBiG accession BGC0000122
Short description phenylnannolone A biosynthetic gene cluster from Nannocystis pusilla
Status Minimal annotation: no
A minimal annotation only contains information on the BGC loci and one or more linked chemical product(s)

Completeness: incomplete
Whether the loci encodes everything needed for the pathway producing the compound(s)
Remarks "cinnamic acid is adenylated by the AMP-ligase domain in the loading module to yield phenylnannolone A. The activity assay also showed reduced activation of p-coumaric acid which yields phenylnannolone C. \nfirst BCC/PKS system in microbial biosynthesis\nphn1 most likely involved in ethylmalonyl-CoA biosynthesis\nAT1 predominantly accepts ethylmalonyl-CoA to give rise to phenylnannolone A. However, phenylnannolone B, which contains a methyl instead of an ethyl branch, was also isolated. this indicates that AT1 can also accept methylmalonyl-CoA. Phenylnannolone A, however, is the dominant metabolite thus suggesting a preference for ethylmalonyl-CoA (which is in agreement with the bioinformatic analysis)\nThe TE releases the polyketide under pyrone ring formation which is uncommon for modular typ I PKS systems"
Biosynthetic class(es)
  • Polyketide (Aryl polyene)
Loci NCBI GenBank: KF739396.1
Compounds
  • phenylnannolone A
  • phenylnannolone B
  • phenylnannolone C
Species Nannocystis pusilla [taxonomy]
References
Chemical products information
phenylnannolone A
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C19H18O2
Chemical database entries
NPAtlas
ChemSpider
phenylnannolone B
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C18H16O2
Chemical database entries
NPAtlas
ChemSpider
phenylnannolone C
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C19H18O3
Chemical database entries
NPAtlas
ChemSpider
List of genes involved in compound(s) production
Identifiers Position Product Functions Evidence Extra
  • AHN85652.1
 1817 - 2257 (+) hypothetical protein
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  • AHN85651.1
  • phn2
 2756 - 24844 (-) Phn2
  • Scaffold biosynthesis
Activity assay
Sequence-based prediction
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  • AHN85650.1
  • phn1
 25029 - 26702 (-) Phn1
  • Precursor biosynthesis
Sequence-based prediction
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  • AHN85649.1
 27524 - 28360 (+) hypothetical protein
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  • AHN85648.1
 28581 - 29474 (-) hypothetical protein
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  • AHN85647.1
 29488 - 29913 (-) hypothetical protein
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  • AHN85646.1
 30309 - 30767 (-) hypothetical protein
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  • AHN85645.1
 30967 - 31839 (-) hypothetical protein
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  • AHN85644.1
 32265 - 33971 (+) hypothetical protein
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Polyketide-specific information
Subclass Aryl polyene
Cyclic? no
Polyketide-synthases
Genes Properties Modules
phn2 Synthase subclass: Modular type I
Module 0
Genes: phn2
Core domains: CoA-ligase, Thiolation (ACP/PCP)
Module 1
Specificity: Ethylmalonyl-CoA
Evidence for specificity: Sequence-based prediction
Genes: phn2
Core domains: Ketosynthase, Acyltransferase, Ketoreductase, Dehydratase, Thiolation (ACP/PCP)
KR-domain stereochemistry: L-OH
Module 2
Specificity: Malonyl-CoA
Evidence for specificity: Sequence-based prediction
Genes: phn2
Core domains: Ketosynthase, Acyltransferase, Ketoreductase, Dehydratase, Thiolation (ACP/PCP)
KR-domain stereochemistry: L-OH
Module 3
Specificity: Malonyl-CoA
Evidence for specificity: Sequence-based prediction
Genes: phn2
Core domains: Ketosynthase, Acyltransferase, Thiolation (ACP/PCP)
Module 4
Specificity: Malonyl-CoA
Evidence for specificity: Sequence-based prediction
Genes: phn2
Core domains: Ketosynthase, Acyltransferase, Ketoreductase, Dehydratase, Thiolation (ACP/PCP)
KR-domain stereochemistry: D-OH
Annotation changelog
MIBiG version Submitter Notes
1.0
  • Hidden contributor (ID: CUIZDUBUBVAF27VHF4OZXTI3, no GDPR consent given).
  • Submitted
2.0
  • Hidden contributor (ID: AAAAAAAAAAAAAAAAAAAAAAAA, no GDPR consent given).
  • Migrated from v1.4
  • Updated compound(s) information (NPAtlas curation)
3.0
  • Hidden contributor (ID: AAAAAAAAAAAAAAAAAAAAAAAA, no GDPR consent given).
  • Remove leading/trailing whitespace in gene identifiers
  • Removed ketoreductase stereochemistry annotation from modules without ketoreductases
  • Corrected gene identifiers
  • Added versions to gene identifiers
3.1
  • Hidden contributor (ID: AAAAAAAAAAAAAAAAAAAAAAAA, no GDPR consent given).
  • Update chemical activity to schema version 2.11
Detailed domain annotation
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