Cloned (Comment) | Organism |
---|---|
gene aspB, recombinant expression in Escherichia coli | Aspergillus alliaceus |
Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
---|---|---|---|---|---|---|
asperlicin C + FADH2 + O2 | Aspergillus alliaceus | the instability of the product generated from the reaction of AspB with the enantiomer of asperlicin C (ent-asperlicin C) hinders full characterization, formation of an oxidized product, which is stalled prior to intramolecular cyclization en route to an asperlicin E type product | asperlicin E + FAD + H2O | with NAD(P)H as reducing element, product determination by NMR spectroscopy | ? | |
asperlicin C + FADH2 + O2 | Aspergillus alliaceus ATCC 20656 | the instability of the product generated from the reaction of AspB with the enantiomer of asperlicin C (ent-asperlicin C) hinders full characterization, formation of an oxidized product, which is stalled prior to intramolecular cyclization en route to an asperlicin E type product | asperlicin E + FAD + H2O | with NAD(P)H as reducing element, product determination by NMR spectroscopy | ? | |
additional information | Aspergillus alliaceus | the enzyme converts synthetic asperlicin C or D (and their enantiomers) in the presence of proposed cosubstrate O2 to new products. No activity with asperlicin D and fumiquinazoline F by enzyme AspB | ? | - |
? | |
additional information | Aspergillus alliaceus ATCC 20656 | the enzyme converts synthetic asperlicin C or D (and their enantiomers) in the presence of proposed cosubstrate O2 to new products. No activity with asperlicin D and fumiquinazoline F by enzyme AspB | ? | - |
? |
Organism | UniProt | Comment | Textmining |
---|---|---|---|
Aspergillus alliaceus | - |
gene aspB | - |
Aspergillus alliaceus ATCC 20656 | - |
gene aspB | - |
Reaction | Comment | Organism | Reaction ID |
---|---|---|---|
asperlicin C + NAD(P)H + H+ + O2 = asperlicin E + NAD(P)+ + H2O | reaction mechanism | Aspergillus alliaceus |
Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
---|---|---|---|---|---|---|
asperlicin C + FADH2 + O2 | the instability of the product generated from the reaction of AspB with the enantiomer of asperlicin C (ent-asperlicin C) hinders full characterization, formation of an oxidized product, which is stalled prior to intramolecular cyclization en route to an asperlicin E type product | Aspergillus alliaceus | asperlicin E + FAD + H2O | with NAD(P)H as reducing element, product determination by NMR spectroscopy | ? | |
asperlicin C + FADH2 + O2 | with NAD(P)H as reducing element. AspB mediated transformation of asperlicin C to asperlicin E via formation of the transient indole epoxide or a hydroxyiminium adduct (via a FAD-4a-OOH electrophilic oxygen donation to the indole 2, 3-double bond), with presumed alpha stereochemistry | Aspergillus alliaceus | asperlicin E + FAD + H2O | - |
? | |
asperlicin C + FADH2 + O2 | the instability of the product generated from the reaction of AspB with the enantiomer of asperlicin C (ent-asperlicin C) hinders full characterization, formation of an oxidized product, which is stalled prior to intramolecular cyclization en route to an asperlicin E type product | Aspergillus alliaceus ATCC 20656 | asperlicin E + FAD + H2O | with NAD(P)H as reducing element, product determination by NMR spectroscopy | ? | |
asperlicin C + FADH2 + O2 | with NAD(P)H as reducing element. AspB mediated transformation of asperlicin C to asperlicin E via formation of the transient indole epoxide or a hydroxyiminium adduct (via a FAD-4a-OOH electrophilic oxygen donation to the indole 2, 3-double bond), with presumed alpha stereochemistry | Aspergillus alliaceus ATCC 20656 | asperlicin E + FAD + H2O | - |
? | |
additional information | the enzyme converts synthetic asperlicin C or D (and their enantiomers) in the presence of proposed cosubstrate O2 to new products. No activity with asperlicin D and fumiquinazoline F by enzyme AspB | Aspergillus alliaceus | ? | - |
? | |
additional information | the enzyme converts synthetic asperlicin C or D (and their enantiomers) in the presence of proposed cosubstrate O2 to new products. No activity with asperlicin D and fumiquinazoline F by enzyme AspB | Aspergillus alliaceus ATCC 20656 | ? | - |
? |
Synonyms | Comment | Organism |
---|---|---|
aspB | - |
Aspergillus alliaceus |
Cofactor | Comment | Organism | Structure |
---|---|---|---|
FAD | FAD binding enzyme | Aspergillus alliaceus | |
NADH | - |
Aspergillus alliaceus | |
NADPH | - |
Aspergillus alliaceus |
General Information | Comment | Organism |
---|---|---|
evolution | AspB, the predicted FAD binding enzyme, is highly homologous to Af12060 from the fumiquinazoline pathway | Aspergillus alliaceus |