The eLignin Microbial Database

A curated resource for microbial metabolism of lignin-derived aromatic compounds

brinkdp/eLignin 0 0

Reactions



Showing all 75 reactions.

Intermediate metabolites that are not registered in the Substrate table are shown as plain text without a hyperlink.

Reaction Substrate ▲ ▼ Product ▲ ▼
catechol + O2 → cis,cis-muconic acid + 2H+ catechol cis,cis-muconic acid
cis,cis-muconic acid + H+ → muconolactone cis,cis-muconic acid muconolactone (intermediate)
muconolactone → beta-ketoadipate-enol-lactone muconolactone (intermediate) beta-ketoadipate-enol-lactone (intermediate)
beta-ketoadipate-enol-lactone + H2O → beta-ketoadipate + H+ beta-ketoadipate-enol-lactone (intermediate) beta-ketoadipate (intermediate)
beta-ketoadipate + succynyl-CoA → beta-oxoadipyl-CoA + succinate beta-ketoadipate (intermediate) beta-oxoadipyl-CoA (intermediate)
beta-oxoadipyl-CoA + coenzyme → acetyl-CoA + succinyl-CoA beta-oxoadipyl-CoA (intermediate) acetyl-CoA (intermediate)
protocatechuic acid + oxygen → 2-hydroxy-4-carboxymuconate-6-semialdehyde + H+ protocatechuic acid 2-hydroxy-4-carboxymuconate-6-semialdehyde (intermediate)
2-hydroxy-4-carboxymuconate-6-semialdehyde → 2-hydroxy-4-carboxymuconate semialdehyde hemiacetal 2-hydroxy-4-carboxymuconate-6-semialdehyde (intermediate) 2-hydroxy-4-carboxymuconate semialdehyde hemiacetal (intermediate)
2-hydroxy-4-carboxymuconate semialdehyde hemiacetal + NADP+ → 2-pyrone-4,6-dicarboxylate + NADPH + H+ 2-hydroxy-4-carboxymuconate semialdehyde hemiacetal (intermediate) 2-pyrone-4,6-dicarboxylate (intermediate)
2-pyrone-4,6-dicarboxylate + H2O → (1E)-4-oxobut-1-ene-1,2,4-tricarboxylate + H+ 2-pyrone-4,6-dicarboxylate (intermediate) (1E)-4-oxobut-1-ene-1,2,4-tricarboxylate (intermediate)
(1E)-4-oxobut-1-ene-1,2,4-tricarboxylate → (1E,3E)-4-hydroxybuta-1,3-diene-1,2,4-tricarboxylate (1E)-4-oxobut-1-ene-1,2,4-tricarboxylate (intermediate) (1E,3E)-4-hydroxybuta-1,3-diene-1,2,4-tricarboxylate (intermediate)
(1E,3E)-4-hydroxybuta-1,3-diene-1,2,4-tricarboxylate + H2O → 2-hydroxy-4-oxobutane-1,2,4-tricarboxylate (1E,3E)-4-hydroxybuta-1,3-diene-1,2,4-tricarboxylate (intermediate) 2-hydroxy-4-oxobutane-1,2,4-tricarboxylate (intermediate)
2-hydroxy-4-oxobutane-1,2,4-tricarboxylate → pyruvate + oxaloacetic acid 2-hydroxy-4-oxobutane-1,2,4-tricarboxylate (intermediate) pyruvate (intermediate)
Benzoic acid + oxygen + H+ NADH → 3,5-cyclohexadiene-1,2-diol-1-carboxylate + NAD+ benzoic acid 3,5-cyclohexadiene-1,2-diol-1-carboxylate (intermediate)
3,5-cyclohexadiene-1,2-diol-1-carboxylate + NAD+ → Catechol + CO2 + NADH 3,5-cyclohexadiene-1,2-diol-1-carboxylate (intermediate) catechol
protocatechuic acid + oxygen → 3-carboxy-cis,cis-muconate + 2H+ protocatechuic acid 3-carboxy-cis,cis-muconate (intermediate)
3-carboxy-cis,cis-muconate + H+ → 2-carboxy-5-oxo-2,5-dihydrofuran-2-acetate 3-carboxy-cis,cis-muconate (intermediate) 2-carboxy-5-oxo-2,5-dihydrofuran-2-acetate (intermediate)
2-carboxy-5-oxo-2,5-dihydrofuran-2-acetate + H+ → beta-ketoadipate-enol-lactone + CO2 2-carboxy-5-oxo-2,5-dihydrofuran-2-acetate (intermediate) 3-oxoadipate enol lactone (intermediate)
3-oxoadipate enol lactone + H2O → 3-oxoadipate + H+ 3-oxoadipate enol lactone (intermediate) 3-oxoadipate (intermediate)
Ferulic acid + ATP + coenzyme A → Feruloyl-CoA + AMP + PPi ferulic acid feruloyl-CoA (intermediate)
Feruloyl-CoA + H2O → 4-hydroxy-3-methoxyphenyl-beta-hydroxypropanoyl-CoA feruloyl-CoA (intermediate) 4-hydroxy-3-methoxyphenyl-beta-hydroxypropanoyl-CoA (intermediate)
Vanillic acid + tetrahydrofolic acid → protocatechuic acid + 5-methyl-tetrahydrofolate vanillic acid protocatechuic acid
Vanillic acid + NADH + O2 + H+ → protocatechuic acid + formaldehyde + NAD+ + H2O vanillic acid protocatechuic acid
Vanillin + NAD+ + H2O → Vanillic acid + NADH + 2H+ vanillin vanillic acid
4-hydroxy-3-methoxyphenyl-beta-hydroxypropanoyl-CoA → Acetyl-CoA + Vanillin 4-hydroxy-3-methoxyphenyl-beta-hydroxypropanoyl-CoA (intermediate) acetyl-CoA (intermediate)
phenol + NADPH + O2 + H+ → catechol + NADP+ + H2O phenol catechol
catechol + O2 → (2Z,4E)-2-hydroxy-6-oxohexa-2,4-dienoate + H+ catechol (2Z,4E)-2-hydroxy-6-oxohexa-2,4-dienoate (intermediate)
(2Z,4E)-2-hydroxy-6-oxohexa-2,4-dienoate + H2O → (2Z)-2-hydroxypenta- 2,4-dienoate + formic acid + H+ (2Z,4E)-2-hydroxy-6-oxohexa-2,4-dienoate (intermediate) 2-oxopent-4-enoate (intermediate)
(2Z)-2-hydroxypenta- 2,4-dienoate + H2O → 4-hydroxy-2-oxopentanoate 2-oxopent-4-enoate (intermediate) 4-hydroxy-2-oxopentanoate (intermediate)
4-hydroxy-2-oxopentanoate → acetaldehyde + pyruvate 4-hydroxy-2-oxopentanoate (intermediate) acetaldehyde (intermediate)
acetaldehyde + coenzyme A + NAD+ → acetyl-CoA + NADH + H+ acetaldehyde (intermediate) acetyl-CoA (intermediate)
protocatechuic acid + oxygen → (2Z,4Z)-2-hydroxy-5-carboxymuconate-6-semialdehyde + H+ protocatechuic acid (2Z,4Z)-2-hydroxy-5-carboxymuconate-6-semialdehyde (intermediate)
(2Z,4Z)-2-hydroxy-5-carboxymuconate-6-semialdehyde + H+ → (2Z,4E)-2-hydroxy-6-oxohexa-2,4-dienoate + CO2 (2Z,4Z)-2-hydroxy-5-carboxymuconate-6-semialdehyde (intermediate) (2Z,4E)-2-hydroxy-6-oxohexa-2,4-dienoate (intermediate)
(2Z,4E)-2-hydroxy-6-oxohexa-2,4-dienoate + NAD+ + H2O → (2Z,4E)-2-hydroxyhexa-2,4-dienedioate + NADH + 2H+ (2Z,4E)-2-hydroxy-6-oxohexa-2,4-dienoate (intermediate) (2Z,4E)-2-hydroxyhexa-2,4-dienedioate (intermediate)
Coniferyl alcohol + NADP+ → coniferyl aldehyde + NADPH +H+ Coniferyl alcohol Coniferyl aldehyde
coniferyl aldehyde + H2O + NAD(P)+ → ferulic acid + NAD(P)H + 2 H+ Coniferyl aldehyde ferulic acid
4-hydroxybenzoic acid + NADPH + oxygen + H+ → protocatechuic acid + NADP+ + H2O 4-hydroxybenzoic acid protocatechuic acid
4-hydroxybenzaldehyde + NADP+ + H2O → 4-hydroxybenzoic acid + NADPH + 2 H+ 4-hydroxybenzaldehyde 4-hydroxybenzoic acid
gentisic acid + oxygen → 3-maleylpyruvate + H+ gentisic acid 3-maleylpyruvate (intermediate)
3-maleylpyruvate → 3-fumarylpyruvate 3-maleylpyruvate (intermediate) 3-fumarylpyruvate (intermediate)
3-fumarylpyruvate + H2O → fumarate + pyruvate + H+ 3-fumarylpyruvate (intermediate) fumarate (intermediate)
3-hydroxybenzoic acid + NADH + oxygen + H+ → gentisic acid + NAD+ + H2O 3-hydroxybenzoic acid gentisate (intermediate)
resorcinol + NADPH + oxygen + H+ → hydroxyquinol + NADP+ + H2O resorcinol (intermediate) hydroxyquinol (intermediate)
hydroxyquinol + oxygen → 2-maleylacetate + 2 H+ hydroxyquinol (intermediate) 2-maleylacetate (intermediate)
2-maleylacetate + NAD(P)H + H+ → Beta-ketoadipate + NAD(P)+ 2-maleylacetate (intermediate) Beta-ketoadipate (intermediate)
salicylic acid + ATP + H+ → salicylate-adenylate + PPi salicylic acid salicylate-adenylate (intermediate)
salicylate-adenylate + coenzyme A → salicyloyl-CoA + AMP + H+ salicylate-adenylate (intermediate) salicyloyl-CoA (intermediate)
salicyloyl-CoA + NADH + oxygen + H+ → gentisyl-CoA + NAD+ + H2O salicyloyl-CoA (intermediate) gentisyl-CoA (intermediate)
gentisyl-CoA + H2O → gentisic acid + coenzyme A + H+ gentisyl-CoA (intermediate) gentisic acid
caffeic acid + CoA + ATP → caffeoyl-CoA + AMP + PPi caffeic acid caffeoyl-CoA (intermediate)
caffeoyl-CoA + H2O → 3,4-dihydroxybenzaldehyde + acetyl-CoA caffeoyl-CoA (intermediate) 3,4-dihydroxybenzaldehyde (intermediate)
3,4-dihydroxybenzaldehyde + OH- → protocatechuic acid + 2H+ 3,4-dihydroxybenzaldehyde (intermediate) protocatechuic acid
(+/-)-pinoresinol + NADPH → (+/-)-lariciresinol NADP+ pinoresinol lariciresinol (intermediate)
oxaloacetate + H+ → pyruvate + CO2 oxaloacetate (intermediate) pyruvate (intermediate)
syringic acid + tetrahydrofolate → 3-O-methylgallate + 5-methyltetrahydrofolate syringic acid 3-O-methylgallate (intermediate)
3-O-methylgallate + tetrahydrofolate → gallic acid + 5-methyltetrahydrofolate 3-O-methylgallate (intermediate) gallic acid
gallic acid + O2 → (1E)-4-oxobut-1-ene-1,2,4-tricarboxylate + 2 H+ gallic acid (1E)-4-oxobut-1-ene-1,2,4-tricarboxylate (intermediate)
salicylic acid + NADH + 2 H+ + oxygen → catechol + CO2 + NAD+ + H2O salicylic acid catechol
(2Z,4E)-2-hydroxyhexa-2,4-dienedioate → (3E)-2-oxohex-3-enedioate (2Z,4E)-2-hydroxyhexa-2,4-dienedioate (intermediate) (3E)-2-oxohex-3-enedioate (intermediate)
(3E)-2-oxohex-3-enedioate + H+ → (2Z)-2-hydroxypenta-2,4-dienoate + CO2 (3E)-2-oxohex-3-enedioate (intermediate) (2Z)-2-hydroxypenta-2,4-dienoate (intermediate)
p-coumaric acid + CoA + ATP → p-coumaroyl-CoA + AMP + PPi p-coumaric acid p-coumaroyl-CoA (intermediate)
p-comaroyl-CoA + H2O → 4-hydroxybenzaldehyde + acetyl-CoA p-comaroyl-CoA (intermediate) 4-hydroxybenzaldehyde
3-methylphenol + NADH + oxygen + H+ → 3-hydroxybenzyl alcohol + NAD+ + H2O 3-methylphenol (intermediate) 3-hydroxybenzyl alcohol (intermediate)
3-hydroxybenzyl alcohol + NAD+ → 3-hydroxybenzaldehyde + NADH + H+ 3-hydroxybenzyl alcohol (intermediate) 3-hydroxybenzaldehyde (intermediate)
3-hydroxybenzaldehyde + NADP+ + H2O → 3-hydroxybenzoate + NADPH + 2 H+ 3-hydroxybenzaldehyde (intermediate) 3-hydroxybenzoic acid
3-hydroxybenzoic acid + NADPH + oxygen + H+ → protocatechuic acid + NADP+ + H2O 3-hydroxybenzoic acid protocatechuic acid
3-O-methylgallate + oxygen → 2-pyrone-4,6-dicarboxylate + methanol + H+ 3-O-methylgallate (intermediate) methanol (intermediate)
3-O-methylgallate + oxygen → 4-carboxy-2-hydroxy-6-methoxy-6-oxohexa-2,4-dienoate + H+ 3-O-methylgallate (intermediate) 4-carboxy-2-hydroxy-6-methoxy-6-oxohexa-2,4-dienoate (intermediate)
4-carboxy-2-hydroxy-6-methoxy-6-oxohexa-2,4-dienoate → (1E)-4-oxobut-1-ene-1,2,4-tricarboxylate 4-carboxy-2-hydroxy-6-methoxy-6-oxohexa-2,4-dienoate (intermediate) (1E)-4-oxobut-1-ene-1,2,4-tricarboxylate (intermediate)
p-cresol + 2 azurin (oxidized) + H2O → 4-hydroxybenzyl alcohol + 2 azurin (reduced) + 2 H+ p-cresol 4-hydroxybenzyl alcohol (intermediate)
4-hydroxybenzyl alcohol + 2 azurin (oxidized) → 4-hydroxybenzaldehyde + 2 azurin (reduced) + 2 H+ 4-hydroxybenzyl alcohol (intermediate) 4-hydroxybenzaldehyde
Guaiacol + O2 + H+ → Catechol + Formaldehyde + H2O guaiacol catechol
vanillic acid → guaiacol + CO2 vanillic acid guaiacol
sinapic acid + H+ → syringaldehyde +H2O sinapic acid syringaldehyde
Syringaldehyde + NAD+ + H2O → Syringic acid +NADPH +H+ syringaldehyde syringic acid