MetaCyc Pathway: superpathway of aflatoxin biosynthesis in Burkholderia phytofirmans PsJN

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a hexanoyl-[acp] + 7 malonyl-CoA + 5 H+→norsolorinate anthrone + a soluble [acyl-carrier protein] + 7 CO2 + 7 coenzyme A + 2 H2O (EC 2.3.1.221)
No genes
norsolorinate anthrone + dioxygen→norsolorinate + H2O (EC 1.13.12.20)
No genes
norsolorinate + NADPH + H+→(1'S)-averantin + NADP+ (EC 1.1.1.349)
No genes
(1'S)-averantin + dioxygen + a reduced [NADPH-hemoprotein reductase]→(1'S,5'S)-hydroxyaverantin + an oxidized [NADPH-hemoprotein reductase] + H2O (EC 1.14.14.116)
No genes
(1'S)-averantin + dioxygen + a reduced [NADPH-hemoprotein reductase]→(1'S,5'R)-hydroxyaverantin + an oxidized [NADPH-hemoprotein reductase] + H2O (EC 1.14.14.116)
No genes
(1'S,5'S)-hydroxyaverantin + NAD+→5'-oxoaverantin + NADH + H+ (EC 1.1.1.352)
No genes
(1'S,5'R)-hydroxyaverantin + NAD+→5'-oxoaverantin + NADH + H+ (EC 1.1.1.352)
No genes
5'-oxoaverantin + H+→(1'S,5'S)-averufin + H2O (EC 4.2.1.142)
No genes
(1'S,5'S)-averufin + dioxygen + a reduced [NADPH-hemoprotein reductase]→hydroxyversicolorone + an oxidized [NADPH-hemoprotein reductase] + H2O
No genes
hydroxyversicolorone + NADPH + dioxygen + H+→versiconal hemiacetal acetate + NADP+ + H2O
No genes
hydroxyversicolorone + NADPH→versicolorone + NADP+ (EC 1.1.1.353)
No genes
versiconal hemiacetal acetate + H2O→versiconal + acetate (EC 3.1.1.94)
No genes
versiconal hemiacetal acetate + NADPH→versiconol acetate + NADP+ (EC 1.1.1.353)
No genes
versicolorone + NADPH + dioxygen + H+→versiconol acetate + NADP+ + H2O
No genes
versiconal + NADPH→versiconol + NADP+ (EC 1.1.1.353)
No genes
versiconol acetate + H2O→versiconol + acetate (EC 3.1.1.94)
No genes
versiconal→versicolorin B + H+ + H2O (EC 4.2.1.143)
No genes
versicolorin B + NADP+→versicolorin A + NADPH + H+
No genes
versicolorin B→dihydrodemethylsterigmatocystin
No genes
versicolorin A + a reduced two electron carrier + H+→(4S,8R)-2,13,16,20-tetrahydroxy-7,9-dioxapentacyclo[10.8.0.03,10.04,8.04,19]icosa-1(12),2,5,10,13,16,19-heptaen-18-one + an oxidized electron carrier
No genes
Demethylsterigmatocystin 6-O-methyltransferase:
dihydrodemethylsterigmatocystin + S-adenosyl-L-methionine→dihydrosterigmatocystin + S-adenosyl-L-homocysteine + H+
(EC 2.1.1.109)
No genes
(4S,8R)-2,13,16,20-tetrahydroxy-7,9-dioxapentacyclo[10.8.0.03,10.04,8.04,19]icosa-1(12),2,5,10,13,16,19-heptaen-18-one + NADPH + H+→(4S,8R,16R)-2,13,16,20-tetrahydroxy-7,9-dioxapentacyclo[10.8.0.03,10.04,8.014,19]icosa-1(12),2,5,10,13,19-hexaen-18-one + NADP+
BPHYT_RS34945
Sterigmatocystin 8-O-methyltransferase:
dihydrosterigmatocystin + S-adenosyl-L-methionine→8-O-methyldihydrosterigmatocystin + S-adenosyl-L-homocysteine + H+
(EC 2.1.1.110)
No genes
(4S,8R,16R)-2,13,16,20-tetrahydroxy-7,9-dioxapentacyclo[10.8.0.03,10.04,8.014,19]icosa-1(12),2,5,10,13,19-hexaen-18-one + an oxidized electron carrier→16-deoxyversicolorin A + a reduced two electron carrier + H2O
No genes
8-O-methyldihydrosterigmatocystin + 2 dioxygen + 2 a reduced [NADPH-hemoprotein reductase]→aflatoxin B2 + CO2 + methanol + 2 an oxidized [NADPH-hemoprotein reductase] + H2O (EC 1.14.14.117)
No genes
8-O-methyldihydrosterigmatocystin→aflatoxin G2
No genes
16-deoxyversicolorin A + dioxygen + a reduced [NADPH-hemoprotein reductase]→16-deoxyversicolorin A epoxide + an oxidized [NADPH-hemoprotein reductase] + H2O
No genes
16-deoxyversicolorin A epoxide→(4S,8R)-2,19-dihydroxy-7,9-dioxapentacyclo[10.8.0.03,10.04,8.04,19]icosa-1,3(10),5,11,14,16-hexaene-13,18,20-trione
No genes
(4S,8R)-2,19-dihydroxy-7,9-dioxapentacyclo[10.8.0.03,10.04,8.04,19]icosa-1,3(10),5,11,14,16-hexaene-13,18,20-trione + NADPH + dioxygen + H+→(4S,8R)-2,20-dihydroxy-7,9,13-trioxapentacyclo[10.9.0.03,10.04,8.015,20]henicosa-1,3(10),5,11,15,17-hexaene-14,19,21-trione + NADP+ + H2O
No genes
(4S,8R)-2,20-dihydroxy-7,9,13-trioxapentacyclo[10.9.0.03,10.04,8.015,20]henicosa-1,3(10),5,11,15,17-hexaene-14,19,21-trione→6-demethylsterigmatocystin + CO2
No genes
Demethylsterigmatocystin 6-O-methyltransferase:
6-demethylsterigmatocystin + S-adenosyl-L-methionine→sterigmatocystin + S-adenosyl-L-homocysteine + H+
(EC 2.1.1.109)
No genes
Sterigmatocystin 8-O-methyltransferase:
sterigmatocystin + S-adenosyl-L-methionine→8-O-methylsterigmatocystin + S-adenosyl-L-homocysteine + H+
(EC 2.1.1.110)
No genes
8-O-methylsterigmatocystin + 2 dioxygen + 2 a reduced [NADPH-hemoprotein reductase]→aflatoxin B1 + CO2 + methanol + 2 an oxidized [NADPH-hemoprotein reductase] + H2O (EC 1.14.14.117)
No genes
8-O-methylsterigmatocystin→aflatoxin G1
No genes

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Candidate genes for each reaction are identified from best hits to MetaCyc; by matching EC numbers (which are assigned by TIGRFam, SEED, or best hits to KEGG); or by matching SEED roles to KEGG reactions to MetaCyc reactions. See the "Protein" tab of each gene for more information