MetaCyc Pathway: streptorubin B biosynthesis in Rhodopseudomonas palustris CGA009

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Reactions and Genes PM with succinate and Sodium Formate aerobic in dark
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Beta-ketoacyl-acyl-carrier-protein synthase III:
acetyl-CoA + a malonyl-[acp] + H+→an acetoacetyl-[acp] + CO2 + coenzyme A
(EC 2.3.1.180)
TX73_006660 -0.2
TX73_014200 N.D.
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)
TX73_000560 +0.1
TX73_002485 +0.1
TX73_003390 +0.1
TX73_004045 +0.3
TX73_004610 -0.3
TX73_004615 +0.0
TX73_008650 -0.2
TX73_008655 +0.0
TX73_008935 +0.1
TX73_011140 -0.0
TX73_012495 +0.3
TX73_015900 N.D.
TX73_016995 -0.0
TX73_017080 +0.0
TX73_017465 +0.1
TX73_017980 +0.4
TX73_018405 -1.3
TX73_018410 +0.0
TX73_020990 -0.7
TX73_023875 -0.1
TX73_024180 +0.1
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)
TX73_002210 N.D.
TX73_010415 -0.0
TX73_015090 N.D.
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)
TX73_002220 N.D.
TX73_006160 -0.0
TX73_010005 +0.1
TX73_011140 -0.0
TX73_016095 -0.0
TX73_023730 +0.2
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)
TX73_002215 N.D.
TX73_010405 N.D.
TX73_010410 N.D.
TX73_015890 N.D.
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)
TX73_000560 +0.1
TX73_002485 +0.1
TX73_003390 +0.1
TX73_004045 +0.3
TX73_004610 -0.3
TX73_004615 +0.0
TX73_008650 -0.2
TX73_008655 +0.0
TX73_008935 +0.1
TX73_011140 -0.0
TX73_012495 +0.3
TX73_015900 N.D.
TX73_016995 -0.0
TX73_017080 +0.0
TX73_017465 +0.1
TX73_017980 +0.4
TX73_018405 -1.3
TX73_018410 +0.0
TX73_020990 -0.7
TX73_023875 -0.1
TX73_024180 +0.1
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)
TX73_002210 N.D.
TX73_010415 -0.0
TX73_015090 N.D.
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)
TX73_002220 N.D.
TX73_006160 -0.0
TX73_010005 +0.1
TX73_011140 -0.0
TX73_016095 -0.0
TX73_023730 +0.2
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)
TX73_002215 N.D.
TX73_010405 N.D.
TX73_010410 N.D.
TX73_015890 N.D.
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)
TX73_000560 +0.1
TX73_002485 +0.1
TX73_003390 +0.1
TX73_004045 +0.3
TX73_004610 -0.3
TX73_004615 +0.0
TX73_008650 -0.2
TX73_008655 +0.0
TX73_008935 +0.1
TX73_011140 -0.0
TX73_012495 +0.3
TX73_015900 N.D.
TX73_016995 -0.0
TX73_017080 +0.0
TX73_017465 +0.1
TX73_017980 +0.4
TX73_018405 -1.3
TX73_018410 +0.0
TX73_020990 -0.7
TX73_023875 -0.1
TX73_024180 +0.1
3-hydroxyoctanoyl-[acyl-carrier-protein] dehydratase:
a (3R)-3-hydroxyoctanoyl-[acp]→a (2E)-oct-2-enoyl-[acp] + H2O
(EC 4.2.1.59)
TX73_002210 N.D.
TX73_010415 -0.0
TX73_015090 N.D.
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)
TX73_002220 N.D.
TX73_006160 -0.0
TX73_010005 +0.1
TX73_011140 -0.0
TX73_016095 -0.0
TX73_023730 +0.2
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)
TX73_002215 N.D.
TX73_010405 N.D.
TX73_010410 N.D.
TX73_015890 N.D.
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)
TX73_000560 +0.1
TX73_002485 +0.1
TX73_003390 +0.1
TX73_004045 +0.3
TX73_004610 -0.3
TX73_004615 +0.0
TX73_008650 -0.2
TX73_008655 +0.0
TX73_008935 +0.1
TX73_011140 -0.0
TX73_012495 +0.3
TX73_015900 N.D.
TX73_016995 -0.0
TX73_017080 +0.0
TX73_017465 +0.1
TX73_017980 +0.4
TX73_018405 -1.3
TX73_018410 +0.0
TX73_020990 -0.7
TX73_023875 -0.1
TX73_024180 +0.1
3-hydroxyoctanoyl-[acyl-carrier-protein] dehydratase:
a (3R)-3-hydroxydecanoyl-[acp]→a (2E)-dec-2-enoyl-[acp] + H2O
(EC 4.2.1.59)
TX73_002210 N.D.
TX73_010415 -0.0
TX73_015090 N.D.
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)
TX73_002220 N.D.
TX73_006160 -0.0
TX73_010005 +0.1
TX73_011140 -0.0
TX73_016095 -0.0
TX73_023730 +0.2
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)
TX73_002215 N.D.
TX73_010405 N.D.
TX73_010410 N.D.
TX73_015890 N.D.
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)
TX73_000560 +0.1
TX73_002485 +0.1
TX73_003390 +0.1
TX73_004045 +0.3
TX73_004610 -0.3
TX73_004615 +0.0
TX73_008650 -0.2
TX73_008655 +0.0
TX73_008935 +0.1
TX73_011140 -0.0
TX73_012495 +0.3
TX73_015900 N.D.
TX73_016995 -0.0
TX73_017080 +0.0
TX73_017465 +0.1
TX73_017980 +0.4
TX73_018405 -1.3
TX73_018410 +0.0
TX73_020990 -0.7
TX73_023875 -0.1
TX73_024180 +0.1
3-hydroxyoctanoyl-[acyl-carrier-protein] dehydratase:
a (3R)-3-hydroxydodecanoyl-[acp]→a (2E)-dodec-2-enoyl-[acp] + H2O
(EC 4.2.1.59)
TX73_002210 N.D.
TX73_010415 -0.0
TX73_015090 N.D.
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)
TX73_002220 N.D.
TX73_006160 -0.0
TX73_010005 +0.1
TX73_011140 -0.0
TX73_016095 -0.0
TX73_023730 +0.2
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