Q6WP51 · BOT3_BOTFU
- ProteinCytochrome P450 monooxygenase BOT3
- GeneBOT3
- StatusUniProtKB reviewed (Swiss-Prot)
- Amino acids567 (go to sequence)
- Protein existenceEvidence at protein level
- Annotation score4/5
Function
function
Cytochrome P450 monooxygenase; part of the gene cluster that mediates the biosynthesis of botrydial (PubMed:14651630, PubMed:19035644, PubMed:27529428).
Botrydial is necessary for colonization of plant tissue by the T4 strain (PubMed:19035644).
It is a strain-dependent virulence factor since highly aggressive strains like SAS56 or B05 still retain substantial virulence when botrydial synthesis is impaired, since they produce also botcinic acid (PubMed:15986930).
The first step of botrydial biosynthesis is performed by the sesquiterpene synthase BOT2 which catalyzes the cyclization of farnesyl diphosphate (FPP) to presilphiperfolan-8-beta-ol (PSP) (PubMed:19035644, PubMed:19476353).
The cytochrome P450 monooxygenase BOT4 then catalyzes the hydroxylation at C-4 to give a probotryane intermediate (PubMed:27529428, PubMed:28617493).
Acetylation of the hydroxyl at C-4 is carried out by the acetyltransferase BOT5, followed by the combined action of the P450 monooxygenases BOT3 and BOT1, to yield finally the glycol, via the regio- and stereospecific hydroxylations at C-10 and C-15 of the probotryane intermediates, respectively (PubMed:15986930, PubMed:27529428).
The cleavage of the C10-C15 bond of probotryane skeleton is an intriguing and chemically important reaction, which could be mediated by some of the monooxygenases or by a combination of them (PubMed:27529428).
It is possible that either BOT3 or BOT1 would oxidize either the 10- or the 15-hydroxy group to the hydroperoxide derivative, which would then undergo heterolytic fragmentation to give the dialdehyde botrydial (PubMed:27529428).
Finally, the dehydrogenase BOT7 might be involved in the conversion of botrydial to dihydrobotrydial (PubMed:27721016).
Botrydial is necessary for colonization of plant tissue by the T4 strain (PubMed:19035644).
It is a strain-dependent virulence factor since highly aggressive strains like SAS56 or B05 still retain substantial virulence when botrydial synthesis is impaired, since they produce also botcinic acid (PubMed:15986930).
The first step of botrydial biosynthesis is performed by the sesquiterpene synthase BOT2 which catalyzes the cyclization of farnesyl diphosphate (FPP) to presilphiperfolan-8-beta-ol (PSP) (PubMed:19035644, PubMed:19476353).
The cytochrome P450 monooxygenase BOT4 then catalyzes the hydroxylation at C-4 to give a probotryane intermediate (PubMed:27529428, PubMed:28617493).
Acetylation of the hydroxyl at C-4 is carried out by the acetyltransferase BOT5, followed by the combined action of the P450 monooxygenases BOT3 and BOT1, to yield finally the glycol, via the regio- and stereospecific hydroxylations at C-10 and C-15 of the probotryane intermediates, respectively (PubMed:15986930, PubMed:27529428).
The cleavage of the C10-C15 bond of probotryane skeleton is an intriguing and chemically important reaction, which could be mediated by some of the monooxygenases or by a combination of them (PubMed:27529428).
It is possible that either BOT3 or BOT1 would oxidize either the 10- or the 15-hydroxy group to the hydroperoxide derivative, which would then undergo heterolytic fragmentation to give the dialdehyde botrydial (PubMed:27529428).
Finally, the dehydrogenase BOT7 might be involved in the conversion of botrydial to dihydrobotrydial (PubMed:27721016).
Cofactor
Pathway
Secondary metabolite 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 |
Keywords
- Molecular function
- Biological process
- Ligand
Enzyme and pathway databases
Names & Taxonomy
Protein names
- Recommended nameCytochrome P450 monooxygenase BOT3
- EC number
- Alternative names
Gene names
Organism names
- Strain
- Taxonomic lineageEukaryota > Fungi > Dikarya > Ascomycota > Pezizomycotina > Leotiomycetes > Helotiales > Sclerotiniaceae > Botrytis
Accessions
- Primary accessionQ6WP51
Subcellular Location
UniProt Annotation
GO Annotation
Membrane ; Multi-pass membrane protein
Features
Showing features for transmembrane.
Type | ID | Position(s) | Description | |||
---|---|---|---|---|---|---|
Transmembrane | 68-88 | Helical | ||||
Sequence: ITTITSVALGLYFAYVFCLVF | ||||||
Transmembrane | 366-386 | Helical | ||||
Sequence: ILLLAGTLAGAHTLTFVVFYV |
Keywords
- Cellular component
Phenotypes & Variants
Disruption phenotype
Abolishes the production of botrydial and accumulates high levels of the biosynthetic intermediate beta-acetoxy-15-alpha--hydroxyprobotryane and small amounts of botcinin A (PubMed:27529428).
PTM/Processing
Features
Showing features for chain.
Type | ID | Position(s) | Description | |||
---|---|---|---|---|---|---|
Chain | PRO_0000444643 | 1-567 | Cytochrome P450 monooxygenase BOT3 | |||
Sequence: MEKSNPTLDLATKTALLTWQKSNALLQHGIERATPFVLAVKSKAWQDAQSIGSKVAEAKFRDIDRTEITTITSVALGLYFAYVFCLVFYRLYLHPLAKFPGYRICAACEWYEFYCYIVKGGQWGNEIRKMHEKYGPIVRTSPWELSVRDPAFYDQLYVTASTRKTDMWPRGREGNGFDNSHHLSVSHELHRTRRKHLEPFFSRQGITRIESRIAERVMKMDDRLVGLKGSGSIIEVDHMLCALTGDIIGQVSSGMEAGLLDDPEFTPAWKDLMIKSTAIAPLFRCFPWINKFLQSLPTSIMNSVYPKGISNMMLGKTGQQNIEKIKTQIATSKRDLSDVSVFHHLLSSNVPESEKSIDRLRAESMILLLAGTLAGAHTLTFVVFYVLQNPQIEKRLRAELQPVFKGYPNKMPTWAELEKLPYLRGCVKEALRLNGLVGNLARCSPDEDIQFHQWVIPKKTPVGMSIYAMHFDQNVFSEPEAFKPERWIGEYNKQMDRNFVPFTKGSRSCLGVNLAWAELYLASAMLFRPGGPKLVLHDGGESDIKIARDYIMGFPKAGAKDVRVKIE |
Expression
Induction
The botrydial biosynthesis cluster genes are co-regulated by the Ca2+/calcineurin signal transduction pathway, which is under the control of the alpha subunit BCG1 of a heterotrimeric G protein (PubMed:14651630, PubMed:19035644).
Expression of the cluster is also positively regulated by the cluster-specific transcription factor BOT6 (PubMed:27721016).
Expression of the cluster is also positively regulated by the cluster-specific transcription factor BOT6 (PubMed:27721016).
Structure
Sequence
- Sequence statusComplete
- Length567
- Mass (Da)64,374
- Last updated2004-07-05 v1
- ChecksumA6E9EFC2982681CA