BGC0001017: microcystin LR biosynthetic gene cluster from Microcystis aeruginosa PCC 7806
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Location: 1 - 63,626 nt. (total: 63,626 nt).
This entry is originally from NCBI GenBank AF183408.1.

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core biosynthetic genes
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Gene details
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General
Compounds
Genes
Polyketide
NRP
History
NRPS/PKS domains
KnownClusterBlast
General information about the BGC
MIBiG accession BGC0001017
Short description microcystin LR biosynthetic gene cluster from Microcystis aeruginosa PCC 7806
Status Minimal annotation: no
A minimal annotation only contains information on the BGC loci and one or more linked chemical product(s)

Completeness: complete
Whether the loci encodes everything needed for the pathway producing the compound(s)
Remarks "This cyclic peptide is an inhibitor of eukaryotic protein phosphatases type 1 and 2A. Synthesized nonribosomally by NRPS, PKS and hybrid PKS-NRPS enzymes, the microcystins contain a number of unusual amino acid residues, including the L-amino polyketide moiety Adda (3-amino-9-methoxy-2,6,8-trimethyl-10-phenyl-4,6-decadienoic acid)."
Biosynthetic class(es)
  • NRP
  • Polyketide (Other)
Loci NCBI GenBank: AF183408.1
Compounds
  • microcystin LR
Species Microcystis aeruginosa PCC 7806 [taxonomy]
References
Chemical products information
microcystin LR [synonyms: cyanoginosin lr, toxin i cyanobacterium]
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C49H74N10O12
Chemical database entries
PubCHEM
ChEBI
ChEMBL
ChemSpider
NPAtlas
List of genes involved in compound(s) production
Identifiers Position Product Functions Evidence Extra
  • AAF00953.1
  • dnaN
3 - 422 (+) DNA polymerase III beta subunit
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  • AAF00954.1
  • mcyJ
992 - 1828 (-) mcyJ
  • Tailoring (Methylation)
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  • AAF00955.1
  • mcyI
2004 - 3017 (-) mcyI
  • Tailoring (Reduction)
Activity assay
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  • AAF00956.1
  • mcyH
3056 - 4672 (-) mcyH
  • Transport
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  • AAF00957.1
  • mcyG
4896 - 12791 (-) mcyG
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  • AAF00963.1
  • mcyF
12923 - 13678 (-) mcyF
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  • AAF00958.1
  • mcyE
13710 - 24173 (-) mcyE
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  • AAF00959.1
  • mcyD
24340 - 36060 (-) mcyD
  • Scaffold biosynthesis
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  • AAF00960.1
  • mcyA
36793 - 45180 (+) mcyA
  • Scaffold biosynthesis
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  • AAF00961.1
  • mcyB
45196 - 51576 (+) mcyB
  • Scaffold biosynthesis
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  • AAF00962.1
  • mcyC
51573 - 55448 (+) mcyC
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  • AAF00964.1
  • uma1
55541 - 57592 (-) uma1
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  • AAF00965.1
  • uma2
57836 - 58399 (-) uma2
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  • AAF00966.1
  • uma3
58446 - 59972 (-) uma3
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  • AAF00967.1
  • uma4
60057 - 61271 (-) uma4
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  • AAF00968.1
  • uma5
62180 - 62614 (-) uma5
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  • AAF00969.1
  • uma6
62656 - >63624 (-) uma6
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Polyketide-specific information
Subclass Other
Cyclic? yes
Release type
  • Hydrolysis
Polyketide-synthases
Genes Properties Modules
mcyD
+
mcyE
+
mcyG
Synthase subclass: Modular type I
Module 1
Genes: mcyG
Core domains: Ketosynthase, Acyltransferase, Ketoreductase, Thiolation (ACP/PCP)
Scaffold-modifying domains: Methylation
KR-domain stereochemistry: Unknown
Module 2
Specificity: Malonyl-CoA
Evidence for specificity: Structure-based inference
Genes: mcyE
Core domains: Ketosynthase, Acyltransferase
Scaffold-modifying domains: Methylation
Module 5
Genes: mcyD
Core domains: Ketosynthase, Dehydratase, Ketoreductase, Thiolation (ACP/PCP)
Scaffold-modifying domains: Methylation
KR-domain stereochemistry: Unknown
Module 6
Specificity: Malonyl-CoA
Evidence for specificity: Structure-based inference
Genes: mcyD
Core domains: Ketosynthase, Acyltransferase, Dehydratase, Ketoreductase, Thiolation (ACP/PCP)
KR-domain stereochemistry: Unknown
NRP-specific information
Subclass N/A
Cyclic? yes
Release type
  • Hydrolysis
Thioesterase genes
  • mcyC (Type I)
NRP-synthases
Gene Modules
mcyG
Module 0
Specificity: cinnamic acid
Evidence for specificity:
  • Structure-based inference
  • Homology
mcyE
Module 3
Specificity: D-glutamic acid branched
Evidence for specificity:
  • Structure-based inference
Condensation domain type: LCL
Module 4
Condensation domain type: LCL
mcyA
Module 6
Specificity: serine
Evidence for specificity:
  • Structure-based inference
Modification domains: Methylation
Module 7
Specificity: alanine
Evidence for specificity:
  • Structure-based inference
Condensation domain type: DCL
mcyB
Module 8
Specificity: leucine / valine / tyrosine / isoleucine / glycine
Evidence for specificity:
  • ATP-PPi exchange assay
Condensation domain type: DCL
Module 9
Specificity: 3S-methyl-D-aspartic acid branched / D-aspartic acid branched
Evidence for specificity:
  • Structure-based inference
  • Feeding study
Condensation domain type: LCL
mcyC
Module 10
Specificity: valine / leucine / isoleucine / arginine / glycine / lysine
Evidence for specificity:
  • ATP-PPi exchange assay
Condensation domain type: LCL
Annotation changelog
MIBiG version Submitter Notes
1.0
  • Hidden contributor (ID: EI7LXM427LE4WIOQ5U54V3BB, no GDPR consent given).
  • Submitted
2.0
  • Hidden contributor (ID: AAAAAAAAAAAAAAAAAAAAAAAA, no GDPR consent given).
  • Migrated from v1.4
3.0
  • Hidden contributor (ID: AAAAAAAAAAAAAAAAAAAAAAAA, no GDPR consent given).
  • Linked new NPAtlas id for microcystin LR (npatlas:NPA0593)
  • Corrected NRP module activity
  • Removed ketoreductase stereochemistry annotation from modules without ketoreductases
  • Updated NRP substrate specificities
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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