A1DA65 · FTMG_NEOFI
- ProteinFumitremorgin C monooxygenase
- GeneftmP450-3
- StatusUniProtKB reviewed (Swiss-Prot)
- Amino acids504 (go to sequence)
- Protein existenceInferred from homology
- Annotation score3/5
Function
function
Cytochrome P450 monooxygenase; part of the gene cluster that mediates the biosynthesis of fumitremorgins, indole alkaloids that carry not only intriguing chemical structures, but also interesting biological and pharmacological activities (PubMed:23109474).
The biosynthesis of fumitremorgin-type alkaloids begins by condensation of the two amino acids L-tryptophan and L-proline to brevianamide F, catalyzed by the non-ribosomal peptide synthetase ftmPS/ftmA (By similarity).
Brevianamide F is then prenylated by the prenyltransferase ftmPT1/ftmB in the presence of dimethylallyl diphosphate, resulting in the formation of tryprostatin B (By similarity).
The three cytochrome P450 monooxygenases, ftmP450-1/ftmC, ftmP450-2/ftmE and ftmP450-3/FtmG, are responsible for the conversion of tryprostatin B to 6-hydroxytryprostatin B, tryprostatin A to fumitremorgin C and fumitremorgin C to 12,13-dihydroxyfumitremorgin C, respectively (By similarity).
The putative methyltransferase ftmMT/ftmD is expected for the conversion of 6-hydroxytryprostatin B to tryprostatin A (By similarity).
FtmPT2/FtmH catalyzes the prenylation of 12,13-dihydroxyfumitre-morgin C in the presence of dimethylallyl diphosphate, resulting in the formation of fumitremorgin B (By similarity).
Fumitremorgin B is further converted to verruculogen by ftmOx1/ftmF via the insertion of an endoperoxide bond between the two prenyl moieties (By similarity).
Finally, verruculogen is further converted to fumitremorgin A by the verruculogen prenyltransferase ftmPT3 (PubMed:23109474).
The biosynthesis of fumitremorgin-type alkaloids begins by condensation of the two amino acids L-tryptophan and L-proline to brevianamide F, catalyzed by the non-ribosomal peptide synthetase ftmPS/ftmA (By similarity).
Brevianamide F is then prenylated by the prenyltransferase ftmPT1/ftmB in the presence of dimethylallyl diphosphate, resulting in the formation of tryprostatin B (By similarity).
The three cytochrome P450 monooxygenases, ftmP450-1/ftmC, ftmP450-2/ftmE and ftmP450-3/FtmG, are responsible for the conversion of tryprostatin B to 6-hydroxytryprostatin B, tryprostatin A to fumitremorgin C and fumitremorgin C to 12,13-dihydroxyfumitremorgin C, respectively (By similarity).
The putative methyltransferase ftmMT/ftmD is expected for the conversion of 6-hydroxytryprostatin B to tryprostatin A (By similarity).
FtmPT2/FtmH catalyzes the prenylation of 12,13-dihydroxyfumitre-morgin C in the presence of dimethylallyl diphosphate, resulting in the formation of fumitremorgin B (By similarity).
Fumitremorgin B is further converted to verruculogen by ftmOx1/ftmF via the insertion of an endoperoxide bond between the two prenyl moieties (By similarity).
Finally, verruculogen is further converted to fumitremorgin A by the verruculogen prenyltransferase ftmPT3 (PubMed:23109474).
Catalytic activity
- fumitremorgin C + 2 reduced [NADPH--hemoprotein reductase] + 2 O2 = 12alpha,13alpha-dihydroxyfumitremorgin C + 2 oxidized [NADPH--hemoprotein reductase] + 2 H2O + 2 H+
Cofactor
Pathway
Mycotoxin biosynthesis.
Features
Showing features for binding site.
GO annotations
Aspect | Term | |
---|---|---|
Cellular Component | membrane | |
Molecular Function | heme binding | |
Molecular Function | iron ion binding | |
Molecular Function | monooxygenase activity | |
Molecular Function | oxidoreductase activity, acting on paired donors, with incorporation or reduction of molecular oxygen | |
Biological Process | alkaloid metabolic process | |
Biological Process | biosynthetic process |
Keywords
- Molecular function
- Biological process
- Ligand
Enzyme and pathway databases
Names & Taxonomy
Protein names
- Recommended nameFumitremorgin C monooxygenase
- EC number
- Alternative names
Gene names
Organism names
- Strain
- Taxonomic lineageEukaryota > Fungi > Dikarya > Ascomycota > Pezizomycotina > Eurotiomycetes > Eurotiomycetidae > Eurotiales > Aspergillaceae > Aspergillus > Aspergillus subgen. Fumigati
Accessions
- Primary accessionA1DA65
Proteomes
Organism-specific databases
Subcellular Location
UniProt Annotation
GO Annotation
Membrane ; Single-pass membrane protein
Features
Showing features for transmembrane.
Type | ID | Position(s) | Description | |||
---|---|---|---|---|---|---|
Transmembrane | 9-29 | Helical | ||||
Sequence: LPYPGVVGASLLVILGIILLF |
Keywords
- Cellular component
PTM/Processing
Features
Showing features for chain.
Type | ID | Position(s) | Description | |||
---|---|---|---|---|---|---|
Chain | PRO_0000424126 | 1-504 | Fumitremorgin C monooxygenase | |||
Sequence: METFDAIQLPYPGVVGASLLVILGIILLFPLDTGHFISINQHPWDFFQTKAKQEFEYNAAALLNEGLQTGRSAFRLVTNMVTYLILKDQYAEEIKNDSRFGAHEAVDPVLLVDLPGLETMFQGSLHNQVPPMAVRALNKELVHLTPFLSEEAMNCLQTRWTDSAEWHDVSIPETVLALIAQMTTRALLGPALCRNPEWLDIAKSFTTNRAIAVAAVQSWPSFLQPVIHWFLSPCRALRRQIQCARNILLPVLERERRSYRSDQPTKREFSNLAFIDQYAKGARYDATMAQLRIIAVAFQTTSDLVEKVIARLCKHPELIQPLREEVVSVVGKNGLHSHSLRKLTLMESVMKETQRLEPAVIIGMFRLAKEKVTLKDGTVIPKGTNIAFANDLRFDPEMYPEPETFDGYRFQRMREDPEKIDLTPFTKTRMSHLAFGHGKHACPGRFLACDEAKLILCHILLKYEIRAVEGSPPELRARGMFVQLDPGAMMSVRRRRENEFALHG |
Interaction
Protein-protein interaction databases
Structure
Sequence
- Sequence statusComplete
- Length504
- Mass (Da)57,231
- Last updated2007-01-23 v1
- Checksum8797F1A7339B8999
Keywords
- Technical term
Sequence databases
Nucleotide Sequence | Protein Sequence | Molecule Type | Status | |
---|---|---|---|---|
DS027694 EMBL· GenBank· DDBJ | EAW19755.1 EMBL· GenBank· DDBJ | Genomic DNA |