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
Biosynthesis
History
NRPS/PKS domains
KnownClusterBlast
General information about the BGC
MIBiG accession BGC0000122
Short description phenylnannolone A biosynthetic gene cluster from Nannocystis pusilla
Status Quality: questionable
The quality level of this entry.

Status: active
The status of this entry.

Completeness: partial
Whether the entry covers 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)
  • PKS (Type I)
Loci
KF739396.1
via Enzymatic assays
Compounds
  • phenylnannolone A
  • phenylnannolone B
  • phenylnannolone C
Species Nannocystis pusilla [taxonomy]
References
Chemical products information
phenylnannolone A Evidence:
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C19H18O2
Chemical database entries
NPAtlas
ChemSpider
phenylnannolone B Evidence:
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C18H16O2
Chemical database entries
NPAtlas
ChemSpider
phenylnannolone C Evidence:
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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
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    • AHN85650.1
    • phn1
    		 25029 - 26702 (-) Phn1
    • Precursor biosynthesis
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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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                Biosynthesis information

                Biosynthetic modules

                Name
                0
                Type
                pks-trans-at-starter
                Genes
                phn2
                Substrates
                Integrated Monomers
                Domains
                ligase, carrier (ACP)
                Name
                1
                Type
                pks-modular
                Genes
                phn2
                Substrates
                Integrated Monomers
                Domains
                acyltransferase, ketosynthase, acyltransferase, ketoreductase, dehydratase, carrier (ACP)
                Name
                2
                Type
                pks-modular
                Genes
                phn2
                Substrates
                Integrated Monomers
                Domains
                acyltransferase, ketosynthase, acyltransferase, ketoreductase, dehydratase, carrier (ACP)
                Name
                3
                Type
                pks-modular
                Genes
                phn2
                Substrates
                Integrated Monomers
                Domains
                acyltransferase, ketosynthase, acyltransferase, carrier (ACP)
                Name
                4
                Type
                pks-modular
                Genes
                phn2
                Substrates
                Integrated Monomers
                Domains
                acyltransferase, ketosynthase, acyltransferase, ketoreductase, dehydratase, carrier (ACP)
                Annotation changelog

                Entry version: 4

                Date
                Changes
                Submitters
                Reviewers
                2022-10-07
                Update chemical activity to schema version 2.11
                • (ID: AAAAAAAAAAAAAAAAAAAAAAAA)
                • (ID: AAAAAAAAAAAAAAAAAAAAAAAA)

                Entry version: 3

                Date
                Changes
                Submitters
                Reviewers
                2022-09-15
                Remove leading/trailing whitespace in gene identifiers
                • (ID: AAAAAAAAAAAAAAAAAAAAAAAA)
                • (ID: AAAAAAAAAAAAAAAAAAAAAAAA)
                2022-09-15
                Removed ketoreductase stereochemistry annotation from modules without ketoreductases
                • (ID: AAAAAAAAAAAAAAAAAAAAAAAA)
                • (ID: AAAAAAAAAAAAAAAAAAAAAAAA)
                2022-09-15
                Corrected gene identifiers
                • (ID: AAAAAAAAAAAAAAAAAAAAAAAA)
                • (ID: AAAAAAAAAAAAAAAAAAAAAAAA)
                2022-09-15
                Added versions to gene identifiers
                • (ID: AAAAAAAAAAAAAAAAAAAAAAAA)
                • (ID: AAAAAAAAAAAAAAAAAAAAAAAA)

                Entry version: 2

                Date
                Changes
                Submitters
                Reviewers
                2019-10-16
                Migrated from v1.4
                • (ID: AAAAAAAAAAAAAAAAAAAAAAAA)
                • (ID: AAAAAAAAAAAAAAAAAAAAAAAA)
                2019-10-16
                Updated compound(s) information (NPAtlas curation)
                • (ID: AAAAAAAAAAAAAAAAAAAAAAAA)
                • (ID: AAAAAAAAAAAAAAAAAAAAAAAA)

                Entry version: 1

                Date
                Changes
                Submitters
                Reviewers
                2015-06-12
                Submitted
                • (ID: CUIZDUBUBVAF27VHF4OZXTI3)
                • (ID: AAAAAAAAAAAAAAAAAAAAAAAA)
                Detailed domain annotation
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