The eLignin Microbial Database

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

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Fission pathway: beta-ketoadipate: Protocatechuate branch

Full Name
beta-ketoadipate: Protocatechuate branch
Funneling Branch
beta-ketoadipate branch
Synonyms
3-oxoadipate pathway: protocatechuate branch
3-ketoadipate pathway: protocatechuate branch
protocatechuate 3,4-cleavage pathway
protocatechuate <i>ortho</i>-cleavage pathway

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Interactive metabolic pathway map showing compounds (text labels) connected by reaction arrows. Click arrows to view reaction details, click compounds to view substrate details. Zoom with mouse wheel, pan by dragging.

Empirical Data

Organisms with this Pathway Empirical

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Organism Strain Reference(s)
Sinorhizobium meliloti Rm1021 MacLean et al (2006)
Pseudomonas putida KT2440 Jiménez et al (2002)
Corynebacterium glutamicum ATCC13032 Shen et al (2012)
Pseudomonas putida PRS2000 Ornston et al (1976)
Rhodococcus opacus PD630 (DSMZ 44193) Henson et al (2018)
Natrialba sp. C21 Khemili-Talbi et al (2015)
Predicted Relationships Hide predicted
The sections below contain relationships inferred from the empirical data above. They are computationally predicted and have not been independently verified. Learn more about data assumptions →
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Organisms predicted for this pathway Predicted

Inferred from reported substrate utilization: organisms that can utilise a compound entering this pathway as a reactant are predicted to carry the pathway, unless already confirmed. The reference confirming substrate use is shown. Not experimentally verified. What does this mean?

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Predicted organism Strain Inferred via substrate Reference
Acetobacterium woodii NZva16 protocatechuic acid Bache et al (1981)
Achromobacter denitrificans SP1 protocatechuic acid Benjamin et al (2016)
Acinetobacter baylyi ADP1 protocatechuic acid Fischer et al (2008)
Acinetobacter calcoaceticus DSM 586 protocatechuic acid Delneri et al (1995)
Aeromonas sp. L17 protocatechuic acid Deschamps et al (1980)
Amycolatopsis sp. 75iv2 (ATCC 39116) protocatechuic acid Davis et al (2012), Pometto III et al (1981)
Burkholderia cepacia Song isolate 1 protocatechuic acid Song (2009)
Candida orthopsilosis MCO457 protocatechuic acid Gérecová et al (2015)
Candida parapsilosis CBS604 protocatechuic acid Middelhoven (1993), Gérecová et al (2015)
Comamonas testosteroni BR6020 protocatechuic acid Providenti et al (2006)
Cupriavidus necator JMP134 protocatechuic acid Pérez-Pantoja et al (2008)
Cupriavidus pinatubonensis 1245 protocatechuic acid Sato et al (2006)
Desulfobacterium catecholicum NZva20 protocatechuic acid Szewzyk et al (1987)
Enterobacter aerogenes L7 protocatechuic acid Deschamps et al (1980)
Enterobacter cloacae P241 protocatechuic acid Yoshida et al (2010)
Exophiala jeanselmei CBS 658.76 protocatechuic acid Middelhoven (1993)
Flavimonas oryzihabitans Song isolate 4 protocatechuic acid Song (2009)
Klebsiella pneumoniae M5a1 protocatechuic acid Jones et al (1990)
Microbacterium esteraromaticum Song isolate 5 protocatechuic acid Song (2009)
Oceanimonas doudoroffii JCM21046T protocatechuic acid Numata et al (2015)
Paenibacillus sp. JJ-1b protocatechuic acid Kasai et al (2009)
Pantoea dispersa Song isolate 2 protocatechuic acid Song (2009)
Pelobacter acidigallici Ma Gal2 (DSM 2377) protocatechuic acid Schink et al (1982)
Phialophora mutabilis 203-E-15-y-l protocatechuic acid Eriksson et al (1984)
Pseudomonas fluorescens AN103 protocatechuic acid Paulsen et al (2005)
Pseudomonas putida Perestelo isolate 3 protocatechuic acid Perestelo et al (1996)
Pseudomonas sp. HR199 protocatechuic acid Overhage et al (1999)
Rhodococcus erythropolis TA421 protocatechuic acid Chung et al (1994)
Rhodococcus fascians AY730713 protocatechuic acid Song (2009)
Rhodococcus fascians Song isolate 3 protocatechuic acid Song (2009)
Rhodococcus rhodochrous 116 protocatechuic acid Karlson et al (1993)
Rhodococcus sp. UKMP-5M protocatechuic acid Azman (2015)
Rhodopseudomonas palustris CGA001 protocatechuic acid Harwood et al (1988)
Rhodotorula graminis WP1 protocatechuic acid Durham et al (1984)
Rhodotorula mucilaginosa CBS17 protocatechuic acid Sampaio (1999)
Rhodotorula rubra IFO 889 protocatechuic acid Huang et al (1993)
Streptomyces coelicolor A3(2) M600 protocatechuic acid Davis et al (2009)
Streptomyces viridosporus T7A protocatechuic acid Davis et al (2013)
Thauera aromatica K172 protocatechuic acid Mechichi et al (2002)
Thauera sp. Cin3,4 protocatechuic acid Mechichi et al (2005)
Treponema primitia ZAS-1 protocatechuic acid Lucey et al (2013)
Trichosporon cutaneum CBS2466 protocatechuic acid Middelhoven (1993)

Predicted enzyme assignments for confirmed organisms Predicted

Inferred from confirmed pathway membership: if an organism is confirmed to carry this pathway, enzymes known to catalyse reactions within it are predicted to be present. The reference confirming the organism’s membership of this pathway is shown. Not experimentally verified. What does this mean?

Organism Strain Predicted enzyme Reference confirming pathway
Sinorhizobium meliloti Rm1021 3-carboxy-cis,cis-muconate cycloisomerase MacLean et al (2006)
Corynebacterium glutamicum ATCC13032 3-carboxy-cis,cis-muconate cycloisomerase Shen et al (2012)
Pseudomonas putida PRS2000 3-carboxy-cis,cis-muconate cycloisomerase Ornston et al (1976)
Rhodococcus opacus PD630 (DSMZ 44193) 3-carboxy-cis,cis-muconate cycloisomerase Henson et al (2018)
Natrialba sp. C21 3-carboxy-cis,cis-muconate cycloisomerase Khemili-Talbi et al (2015)
Sinorhizobium meliloti Rm1021 3-oxoadipate enol-lactonase MacLean et al (2006)
Corynebacterium glutamicum ATCC13032 3-oxoadipate enol-lactonase Shen et al (2012)
Pseudomonas putida PRS2000 3-oxoadipate enol-lactonase Ornston et al (1976)
Rhodococcus opacus PD630 (DSMZ 44193) 3-oxoadipate enol-lactonase Henson et al (2018)
Natrialba sp. C21 3-oxoadipate enol-lactonase Khemili-Talbi et al (2015)
Sinorhizobium meliloti Rm1021 4-carboxymuconolactone decarboxylase MacLean et al (2006)
Corynebacterium glutamicum ATCC13032 4-carboxymuconolactone decarboxylase Shen et al (2012)
Pseudomonas putida PRS2000 4-carboxymuconolactone decarboxylase Ornston et al (1976)
Rhodococcus opacus PD630 (DSMZ 44193) 4-carboxymuconolactone decarboxylase Henson et al (2018)
Natrialba sp. C21 4-carboxymuconolactone decarboxylase Khemili-Talbi et al (2015)
Sinorhizobium meliloti Rm1021 Protocatechuate 3,4-dioxygenase MacLean et al (2006)
Corynebacterium glutamicum ATCC13032 Protocatechuate 3,4-dioxygenase Shen et al (2012)
Pseudomonas putida PRS2000 Protocatechuate 3,4-dioxygenase Ornston et al (1976)
Rhodococcus opacus PD630 (DSMZ 44193) Protocatechuate 3,4-dioxygenase Henson et al (2018)
Natrialba sp. C21 Protocatechuate 3,4-dioxygenase Khemili-Talbi et al (2015)

Reactions in this Pathway

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Order Substrates Products Enzyme(s) Reaction
1 protocatechuic acid → 3-carboxy-cis,cis-muconate Protocatechuate 3,4-dioxygenase R00016
2 3-carboxy-cis,cis-muconate → 2-carboxy-5-oxo-2,5-dihydrofuran-2-acetate 3-carboxy-cis,cis-muconate cycloisomerase R00017
3 2-carboxy-5-oxo-2,5-dihydrofuran-2-acetate → 3-oxoadipate enol lactone 4-carboxymuconolactone decarboxylase R00018
4 3-oxoadipate enol lactone → beta-ketoadipate 3-oxoadipate enol-lactonase R00019

Compounds (Substrates & Products)

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

Compound Name Formula SMILES PubChem Role
protocatechuic acid C7H6O4 C1=CC(=C(C=C1C(=O)O)O)O 72 substrate
3-carboxy-cis,cis-muconate (intermediate) C7H3O63- C(=CC(=O)[O-])C(=CC(=O)[O-])C(=O)[O-] 9543176 product, substrate
2-carboxy-5-oxo-2,5-dihydrofuran-2-acetate (intermediate) - - - product, substrate
3-oxoadipate enol lactone (intermediate) C6H6O4 C1C=C(OC1=O)CC(=O)O 104 product, substrate
beta-ketoadipate (intermediate) C6H8O5 C(CC(=O)O)C(=O)CC(=O)O 93 product

Connected Pathways

Outgoing Connections (This pathway connects to:)

Connected Pathway Connecting Compound
Fission pathway: beta-ketoadipate: lower branch -

Incoming Connections (Pathways connecting to this one:)

Source Pathway Connecting Compound
Funneling pathway: vanillin I protocatechuic acid
Funneling pathway: vanillin II protocatechuic acid
Funneling pathway: p-coumaric acid protocatechuic acid
Funneling pathway: caffeic acid protocatechuic acid
Funneling pathway: m-cresol protocatechuic acid
Funneling pathway: p-cresol protocatechuic acid

Genes

Gene Enzyme
Pp_pcaG Protocatechuate 3,4-dioxygenase
Pp_pcaH Protocatechuate 3,4-dioxygenase
Pp_pcaB 3-carboxy-cis,cis-muconate cycloisomerase
Pp_pcaC 4-carboxymuconolactone decarboxylase
Pp_pcaD 3-oxoadipate enol-lactonase

Other Databases

Database Comment
MetaCyc Metabolic pathway database

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