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Your query returned 10 entries. Printable version
EC | 1.14.11.38 | ||||
Accepted name: | verruculogen synthase | ||||
Reaction: | fumitremorgin B + 2-oxoglutarate + 2 O2 + reduced acceptor = verruculogen + succinate + CO2 + H2O + acceptor | ||||
For diagram of fumitremorgin alkaloid biosynthesis (part 2), click here | |||||
Glossary: | fumitremorgin B = (5aR,6S,12S,14aS)-5a,6-dihydroxy-9-methoxy-11-(3-methylbut-2-en-1-yl)-12-(2-methylprop-1-en-1-yl)-1,2,3,5a,6,11,12,14a-octahydro-5H,14H-pyrrolo[1′′,2′′:4′,5′]pyrazino[1′,2′:1,6]pyrido[3,4-b]indole-5,14-dione verruculogen = (5R,10S,10aR,14aS,15bS)-10,10a-dihydroxy-6-methoxy-2,2-dimethyl-5-(2-methylprop-1-en-1-yl)-1,10,10a,14,14a,15b-hexahydro-12H-3,4-dioxa-5a,11a,15a-triazacycloocta[1,2,3-lm]indeno[5,6-b]fluorene-11,15(2H,13H)-dione |
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Other name(s): | fmtF (gene name); FmtOx1 | ||||
Systematic name: | fumitremorgin B,2-oxoglutarate:oxygen oxidoreductase (verruculogen-forming) | ||||
Comments: | Requires Fe2+ and ascorbate. Found in the fungus Aspergillus fumigatus. Both atoms of a dioxygen molecule are incorporated into verruculogen [1,2]. Involved in the biosynthetic pathways of several indole alkaloids such as fumitremorgin A. | ||||
Links to other databases: | BRENDA, EXPASY, KEGG, MetaCyc, PDB | ||||
References: |
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EC | 1.14.13.176 | ||||
Transferred entry: | tryprostatin B 6-hydroxylase. Now EC 1.14.14.118, tryprostatin B 6-hydroxylase | ||||
EC | 1.14.13.177 | ||||
Transferred entry: | fumitremorgin C monooxygenase. Now EC 1.14.14.119, fumitremorgin C monooxygenase | ||||
EC | 1.14.14.118 | ||||
Accepted name: | tryprostatin B 6-hydroxylase | ||||
Reaction: | tryprostatin B + [reduced NADPH—hemoprotein reductase] + O2 = 6-hydroxytryprostatin B + [oxidized NADPH—hemoprotein reductase] + H2O | ||||
Glossary: | tryprostatin B = (3S,8aS)-3-{[2-(3-methylbut-2-en-1-yl)-1H-indol-3-yl]methyl}hexahydropyrrolo[1,2-a]pyrazine-1,4-dione 6-hydroxytryprostatin B = (3S,8aS)-3-{[6-hydroxy-2-(3-methylbut-2-en-1-yl)-1H-indol-3-yl]methyl}hexahydropyrrolo[1,2-a]pyrazine-1,4-dione |
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Other name(s): | ftmC (gene name) | ||||
Systematic name: | tryprostatin B,[reduced NADPH—hemoprotein reductase]:oxygen oxidoreductase (6-hydroxytryprostatin B-forming) | ||||
Comments: | A cytochrome P-450 (heme-thiolate) protein. Involved in the biosynthetic pathways of several indole alkaloids such as tryprostatins, fumitremorgins and verruculogen. | ||||
Links to other databases: | BRENDA, EXPASY, KEGG, MetaCyc | ||||
References: |
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EC | 1.14.14.119 | ||||
Accepted name: | fumitremorgin C monooxygenase | ||||
Reaction: | fumitremorgin C + 2 [reduced NADPH—hemoprotein reductase] + 2 O2 = 12α,13α-dihydroxyfumitremorgin C + 2 [oxidized NADPH—hemoprotein reductase] + 2 H2O | ||||
For diagram of fumitremorgin alkaloid biosynthesis (part 2), click here | |||||
Glossary: | fumitremorgin C = (5aS,12S,14aS)-9-methoxy-12-(2-methylprop-1-en-1-yl)-1,2,3,5a,6,11,12,14a-octahydro-5H,14H-pyrrolo[1′′,2′′:4′,5′]pyrazino[1′,2′:1,6]pyrido[3,4-b]indole-5,14-dione 12α,13α-dihydroxyfumitremorgin = (5aR,6S,12S,14aS)-5a,6-dihydroxy-9-methoxy-12-(2-methylprop-1-en-1-yl)-1,2,3,5a,6,11,12,14a-octahydro-5H,14H-pyrrolo[1′′,2′′:4′,5′]pyrazino[1′,2′:1,6]pyrido[3,4-b]indole-5,14-dione |
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Other name(s): | ftmG (gene name) | ||||
Systematic name: | fumitremorgin C,[reduced NADPH—hemoprotein reductase]:oxygen oxidoreductase (12α,13α-dihydroxyfumitremorgin C-forming) | ||||
Comments: | A cytochrome P-450 (heme-thiolate) protein. Involved in the biosynthetic pathway of the indole alkaloid verruculogen. | ||||
Links to other databases: | BRENDA, EXPASY, KEGG, MetaCyc | ||||
References: |
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EC | 1.14.19.71 | ||||
Accepted name: | fumitremorgin C synthase | ||||
Reaction: | tryprostatin A + [reduced NADPH—hemoprotein reductase] + O2 = fumitremorgin C + [oxidized NADPH—hemoprotein reductase] + 2 H2O | ||||
For diagram of fumitremorgin alkaloid biosynthesis (part 1), click here | |||||
Glossary: | tryprostatin A = (3S,8aS)-3-{[6-methoxy-2-(3-methylbut-2-en-1-yl)-1H-indol-3-yl]methyl}hexahydropyrrolo[1,2-a]pyrazine-1,4-dione fumitremorgin C = (5aS,12S,14aS)-9-methoxy-12-(2-methylprop-1-en-1-yl)-1,2,3,5a,6,11,12,14a-octahydro-5H,14H-pyrrolo[1′′,2′′:4′,5′]pyrazino[1′,2′:1,6]pyrido[3,4-b]indole-5,14-dione |
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Other name(s): | ftmE (gene name) | ||||
Systematic name: | tryprostatin A,[reduced NADPH—hemoprotein reductase]:oxygen oxidoreductase | ||||
Comments: | A cytochrome P-450 (heme-thiolate) protein. The protein from the fungus Aspergillus fumigatus also has activity with tryprostatin B forming demethoxyfumitremorgin C. Involved in the biosynthetic pathways of several indole alkaloids such as fumitremorgins and verruculogen. | ||||
Links to other databases: | BRENDA, EXPASY, KEGG, MetaCyc | ||||
References: |
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EC | 1.14.21.10 | ||||
Transferred entry: | fumitremorgin C synthase. Now EC 1.14.19.71, fumitremorgin C synthase | ||||
EC | 2.1.1.293 | ||||
Accepted name: | 6-hydroxytryprostatin B O-methyltransferase | ||||
Reaction: | S-adenosyl-L-methionine + 6-hydroxytryprostatin B = S-adenosyl-L-homocysteine + tryprostatin A | ||||
For diagram of fumitremorgin alkaloid biosynthesis (part 1), click here | |||||
Glossary: | 6-hydroxytryprostatin B = (3S,8aS)-3-{[6-hydroxy-2-(3-methylbut-2-en-1-yl)-1H-indol-3-yl]methyl}hexahydropyrrolo[1,2-a]pyrazine-1,4-dione tryprostatin A = (3S,8aS)-3-{[6-methoxy-2-(3-methylbut-2-en-1-yl)-1H-indol-3-yl]methyl}hexahydropyrrolo[1,2-a]pyrazine-1,4-dione |
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Other name(s): | ftmD (gene name) | ||||
Systematic name: | S-adenosyl-L-methionine:6-hydroxytryprostatin B O-methyltransferase | ||||
Comments: | Involved in the biosynthetic pathways of several indole alkaloids such as tryprostatins, fumitremorgins and verruculogen. | ||||
Links to other databases: | BRENDA, EXPASY, KEGG, MetaCyc | ||||
References: |
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EC | 2.5.1.107 | ||||
Accepted name: | verruculogen prenyltransferase | ||||
Reaction: | prenyl diphosphate + verruculogen = diphosphate + fumitremorgin A | ||||
For diagram of fumitremorgin alkaloid biosynthesis (part 2), click here | |||||
Glossary: | prenyl diphosphate = dimethylallyl diphosphate verruculogen = (5R,10S,10aR,14aS,15bS)-10,10a-dihydroxy-6-methoxy-2,2-dimethyl-5-(2-methylprop-1-en-1-yl)-1,10,10a,14,14a,15b-hexahydro-12H-3,4-dioxa-5a,11a,15a-triazacycloocta[1,2,3-lm]indeno[5,6-b]fluorene-11,15(2H,13H)-dione fumitremorgin A = (5R,10S,10aR,14aS,15bS)-10a-hydroxy-7-methoxy-2,2-dimethyl-10-[(3-methylbut-2-en-1-yl)oxy]-5-(2-methylprop-1-en-1-yl)-1,10,10a,14,14a,15b-hexahydro-12H-3,4-dioxa-5a,11a,15a-triazacycloocta[1,2,3-lm]indeno[5,6-b]fluorene-11,15(H,13H)-dione |
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Other name(s): | FtmPT3; dimethylallyl-diphosphate:verruculogen dimethylallyl-O-transferase | ||||
Systematic name: | prenyl-diphosphate:verruculogen dimethylallyl-O-transferase | ||||
Comments: | Found in a number of fungi. Catalyses the last step in the biosynthetic pathway of the indole alkaloid fumitremorgin A. The enzyme from the fungus Neosartorya fischeri is also active with fumitremorgin B and 12α,13α-dihydroxyfumitremorgin C. | ||||
Links to other databases: | BRENDA, EXPASY, KEGG, MetaCyc | ||||
References: |
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EC | 2.5.1.110 | ||||
Accepted name: | 12α,13α-dihydroxyfumitremorgin C prenyltransferase | ||||
Reaction: | prenyl diphosphate + 12α,13α-dihydroxyfumitremorgin C = diphosphate + fumitremorgin B | ||||
For diagram of fumitremorgin alkaloid biosynthesis (part 2), click here | |||||
Glossary: | 12α,13α-dihydroxyfumitremorgin = (5aR,6S,12S,14aS)-5a,6-dihydroxy-9-methoxy-12-(2-methylprop-1-en-1-yl)-1,2,3,5a,6,11,12,14a-octahydro-5H,14H-pyrrolo[1′′,2′′:4′,5′]pyrazino[1′,2′:1,6]pyrido[3,4-b]indole-5,14-dione fumitremorgin B = (5aR,6S,12S,14aS)-5a,6-dihydroxy-9-methoxy-11-(3-methylbut-2-en-1-yl)-12-(2-methylprop-1-en-1-yl)-1,2,3,5a,6,11,12,14a-octahydro-5H,14H-pyrrolo[1′′,2′′:4′,5′]pyrazino[1′,2′:1,6]pyrido[3,4-b]indole-5,14-dione |
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Other name(s): | ftmH (gene name); FtmPT2; dimethylallyl-diphosphate:12α,13α-dihydroxyfumitremorgin C dimethylallyl-N-1-transferase | ||||
Systematic name: | prenyl-diphosphate:12α,13α-dihydroxyfumitremorgin C prenyl-N-1-transferase | ||||
Comments: | The enzyme from the fungus Aspergillus fumigatus also shows some activity with fumitremorgin C. Involved in the biosynthetic pathways of several indole alkaloids such as fumitremorgins and verruculogen. | ||||
Links to other databases: | BRENDA, EXPASY, KEGG, MetaCyc | ||||
References: |
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