MetaCyc Pathway: streptorubin B biosynthesis in Hydrogenophaga sp. GW460-11-11-14-LB1

MetaCyc Pathway: streptorubin B biosynthesis in Hydrogenophaga sp. GW460-11-11-14-LB1

Beta-ketoacyl-acyl-carrier-protein synthase III:
acetyl-CoA + a malonyl-[acp] + H⁺→an acetoacetyl-[acp] + CO₂ + coenzyme A (EC 2.3.1.180)

L-proline + ATP + a holo-[RedO prolyl-carrier protein]→an L-prolyl-[RedO prolyl-carrier protein] + AMP + diphosphate + H⁺ (EC 6.2.1.53)

No genes

malonyl-CoA + a holo-[RedN acyl-carrier protein/polyketide synthase]→a malonyl-[RedN] + coenzyme A

No genes

malonyl-CoA + a RedL polyketide synthase→a malonyl-[RedL polyketide synthase] + coenzyme A

No genes

3-oxoacyl-[acyl-carrier-protein] reductase (in reverse):
an acetoacetyl-[acp] + NADPH + H⁺→a (3R)-3-hydroxybutanoyl-[acp] + NADP⁺ (EC 1.1.1.100)

an L-prolyl-[RedO prolyl-carrier protein] + 2 an oxidized electron-transfer flavoprotein + 2 H⁺→a 1H-pyrrole-2-carbonyl-[RedO prolyl-carrier protein] + 2 a reduced electron-transfer flavoprotein (EC 1.3.8.14)

No genes

3-hydroxyoctanoyl-[acyl-carrier-protein] dehydratase:
a (3R)-3-hydroxybutanoyl-[acp]→a (2E)-but-2-enoyl-[acp] + H₂O (EC 4.2.1.59)

a 1H-pyrrole-2-carbonyl-[RedO prolyl-carrier protein] + a [RedX protein]-L-cysteine→a [RedX acyl-carrier protein]-(1H-pyrrole-2-carbonyl)-L-cysteine + a holo-[RedO prolyl-carrier protein]

No genes

Enoyl-[acyl-carrier-protein] reductase (NADH) (in reverse):
a (2E)-but-2-enoyl-[acp] + NADH + H⁺→a butanoyl-[acp] + NAD⁺ (EC 1.3.1.9)

a [RedX acyl-carrier protein]-(1H-pyrrole-2-carbonyl)-L-cysteine + a malonyl-[RedN] + H⁺→a 3-oxo-3-(1H-pyrrol-2-yl)propanoyl-[RedN] + CO₂ + a [RedX protein]-L-cysteine

No genes

Beta-ketoacyl-acyl-carrier-protein synthase II:
a butanoyl-[acp] + a malonyl-[acp] + H⁺→a 3-oxohexanoyl-[acp] + a soluble [acyl-carrier protein] + CO₂ (EC 2.3.1.179; 2.3.1.41)

a 3-oxo-3-(1H-pyrrol-2-yl)propanoyl-[RedN] + L-serine→4-hydroxy-2,2'-bipyrrole-5-methanol + CO₂ + a holo-[RedN acyl-carrier protein/polyketide synthase] + H₂O

No genes

4-hydroxy-2,2'-bipyrrole-5-methanol + NAD(P)⁺→4-hydroxy-2,2'-bipyrrole-5-carbaldehyde + NAD(P)H + H⁺

No genes

3-oxoacyl-[acyl-carrier-protein] reductase (in reverse):
a 3-oxohexanoyl-[acp] + NADPH + H⁺→a (3R)-3-hydroxyhexanoyl-[acp] + NADP⁺ (EC 1.1.1.100)

4-hydroxy-2,2'-bipyrrole-5-carbaldehyde + S-adenosyl-L-methionine→4-methoxy-2,2'-bipyrrole-5-carbaldehyde + S-adenosyl-L-homocysteine + H⁺

No genes

3-hydroxyoctanoyl-[acyl-carrier-protein] dehydratase:
a (3R)-3-hydroxyhexanoyl-[acp]→a (2E)-hex-2-enoyl-[acp] + H₂O (EC 4.2.1.59)

Enoyl-[acyl-carrier-protein] reductase (NADH) (in reverse):
a (2E)-hex-2-enoyl-[acp] + NADH + H⁺→a hexanoyl-[acp] + NAD⁺ (EC 1.3.1.9)

Beta-ketoacyl-acyl-carrier-protein synthase II:
a hexanoyl-[acp] + a malonyl-[acp] + H⁺→a 3-oxooctanoyl-[acp] + a soluble [acyl-carrier protein] + CO₂ (EC 2.3.1.179; 2.3.1.41)

3-oxoacyl-[acyl-carrier-protein] reductase (in reverse):
a 3-oxooctanoyl-[acp] + NADPH + H⁺→a (3R)-3-hydroxyoctanoyl-[acp] + NADP⁺ (EC 1.1.1.100)

3-hydroxyoctanoyl-[acyl-carrier-protein] dehydratase:
a (3R)-3-hydroxyoctanoyl-[acp]→a (2E)-oct-2-enoyl-[acp] + H₂O (EC 4.2.1.59)

Enoyl-[acyl-carrier-protein] reductase (NADH) (in reverse):
a (2E)-oct-2-enoyl-[acp] + NADH + H⁺→an octanoyl-[acp] + NAD⁺ (EC 1.3.1.9)

Beta-ketoacyl-acyl-carrier-protein synthase II:
an octanoyl-[acp] + a malonyl-[acp] + H⁺→a 3-oxodecanoyl-[acp] + a soluble [acyl-carrier protein] + CO₂ (EC 2.3.1.179; 2.3.1.41)

3-oxoacyl-[acyl-carrier-protein] reductase (in reverse):
a 3-oxodecanoyl-[acp] + NADPH + H⁺→a (3R)-3-hydroxydecanoyl-[acp] + NADP⁺ (EC 1.1.1.100)

3-hydroxyoctanoyl-[acyl-carrier-protein] dehydratase:
a (3R)-3-hydroxydecanoyl-[acp]→a (2E)-dec-2-enoyl-[acp] + H₂O (EC 4.2.1.59)

Enoyl-[acyl-carrier-protein] reductase (NADH) (in reverse):
a (2E)-dec-2-enoyl-[acp] + NADH + H⁺→a decanoyl-[acp] + NAD⁺ (EC 1.3.1.9)

Beta-ketoacyl-acyl-carrier-protein synthase II:
a decanoyl-[acp] + a malonyl-[acp] + H⁺→a 3-oxododecanoyl-[acp] + a soluble [acyl-carrier protein] + CO₂ (EC 2.3.1.179; 2.3.1.41)

3-oxoacyl-[acyl-carrier-protein] reductase (in reverse):
a 3-oxododecanoyl-[acp] + NADPH + H⁺→a (3R)-3-hydroxydodecanoyl-[acp] + NADP⁺ (EC 1.1.1.100)

3-hydroxyoctanoyl-[acyl-carrier-protein] dehydratase:
a (3R)-3-hydroxydodecanoyl-[acp]→a (2E)-dodec-2-enoyl-[acp] + H₂O (EC 4.2.1.59)

Enoyl-[acyl-carrier-protein] reductase (NADH) (in reverse):
a (2E)-dodec-2-enoyl-[acp] + NADH + H⁺→a dodecanoyl-[acp] + NAD⁺ (EC 1.3.1.9)

a malonyl-[RedL polyketide synthase] + a dodecanoyl-[RedQ acyl-carrier protein] + H⁺→a 3-oxotetradecanoyl-[RedL polyketide synthase] + CO₂ + a holo-[RedQ acyl-carrier protein]

No genes

a 3-oxotetradecanoyl-[RedL polyketide synthase] + glycine→5-undecyl-1,2-dihydropyrrol-3-one + CO₂ + a RedL polyketide synthase + H₂O

No genes

5-undecyl-1,2-dihydropyrrol-3-one + NAD(P)H + H⁺→2-undecylpyrrole + NAD(P)⁺ + H₂O

No genes

4-methoxy-2,2'-bipyrrole-5-carbaldehyde + 2-undecylpyrrole + ATP→undecylprodigiosin + ADP + H⁺ + phosphate

No genes

undecylprodigiosin + a reduced two electron carrier + dioxygen→streptorubin B + an oxidized electron carrier + 2 H₂O

No genes

Links:

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