HOD-cofactorfree-dioxygenase
Relationship
Comment
1h-3-hydroxy-4-oxoquinaldine 2,4-dioxygenase (HOD) Oxygenases without requirement for cofactors or metal ions, catalyzing N-heterocyclic-ring cleavage and formation of carbon monoxide. Composed of a classical alpha/beta-hydrolase fold core domain with a cap domain. Organic substrates undergo selective deprotonation of their hydroxyl group by a His/Asp charge-relay system affording the generation of electron-donating species. The oxyanion hole of the alpha/beta-hydrolase fold, is utilized here to host and control oxygen chemistry involving a peroxide anion intermediate. Product release occurs by proton back transfer from the catalytic histidine.It is a non-nucleophilic general-base mechanism
Database
Interpro : No interpro
PIRSF : No PIRSF
Pdoc : No Pdoc
Pfam : PF12697 Abhydrolase_6
Prints : No Print
EC Number : No EC Number
Sequences
| Peptide in | Fasta |
| Nucleotide in | Fasta |
| Alignment with Multalin | Text only |
| Seed alignment with MAFFT | No colour / coloured with Mview |
| Alignment with MAFFT | No colour / coloured with Mview |
| Dendrogram | The dnd file |
| Structure | Name | Proteins |
|---|---|---|
| 6RB3 | Structural basis for recognition and ring-cleavage of the Pseudomonas quinolone signal (PQS) by AqdC variant in complex with its substrate | mycab-x8en65 |
| 6RA2 | Structural basis for recognition and ring-cleavage of the Pseudomonas quinolone signal (PQS) by AqDC | mycab-x8en65 |
| 6RA3 | Structural basis for recognition and ring-cleavage of the Pseudomonas quinolone signal (PQS) by AqDC in complex with its product | mycab-x8en65 |
| 8A97 | Room temperature crystal structure of the cofactor-devoid 1-H-3-hydroxy-4-oxoquinaldine 2,4-dioxygenase (HOD) under xenon pressure (30 bar) | artsp-hod |
| 8OXT | Crystal structure of the cofactor-devoid 1-H-3-hydroxy-4-oxoquinaldine 2,4-dioxygenase (HOD) catalytically inactive H251A variant complexed with NAA (40 bar O2 \/ QND turnover) | artsp-hod |
| 8OXN | Crystal structure of the cofactor-devoid 1-H-3-hydroxy-4-oxoquinaldine 2,4-dioxygenase (HOD) catalytically inactive S101A variant complexed with 2-methyl-quinolin-4(1H)-one (air) | artsp-hod |
| 8ORO | Crystal structure of the cofactor-devoid 1-H-3-hydroxy-4-oxoquinaldine 2,4-dioxygenase (HOD) catalytically inactive S101A variant complexed with 2-methyl-quinolin-4(1H)-one (40 bar O2) | artsp-hod |
| 7OJM | Crystal structure of the cofactor-devoid 1-H-3-hydroxy-4-oxoquinaldine 2,4-dioxygenase (HOD) catalytically inactive H251A variant complexed with 2-methyl-quinolin-4(1H)-one under normoxic conditions | artsp-hod |
| 7OKZ | Crystal structure of the cofactor-devoid 1-H-3-hydroxy-4-oxoquinaldine 2,4-dioxygenase (HOD) catalytically inactive H251A variant complexed with 2-methyl-quinolin-4(1H)-one under hyperoxic conditions | artsp-hod |
| 4CFS | Crystal structure of the cofactor-devoid 1-H-3-hydroxy-4-oxoquinaldine 2,4-dioxygenase (HOD) catalytically inactive H251A variant complexed with its natural substrate 1-H-3-hydroxy-4-oxoquinaldine | artsp-hod |
| 2WJ3 | Crystal structure of the cofactor-devoid 1-H-3-hydroxy-4- oxoquinaldine 2,4-dioxygenase (HOD) from Arthrobacter nitroguajacolicus RU61A | artsp-hod |
| 2WJ4 | Crystal structure of the cofactor-devoid 1-H-3-hydroxy-4-oxoquinaldine 2,4-dioxygenase (HOD) from Arthrobacter nitroguajacolicus RU61A anaerobically complexed with its natural substrate 1-H-3-hydroxy-4-oxoquinaldine | artsp-hod |
| 2WJ6 | Crystal structure of the cofactor-devoid 1-H-3-hydroxy-4-oxoquinaldine 2,4-dioxygenase (HOD) from Arthrobacter nitroguajacolicus RU61A anaerobically complexed with its natural substrate N-acetylanthranilate | artsp-hod |
| 2WM2 | Crystal structure of the cofactor-devoid 1-H-3-hydroxy-4-oxoquinaldine 2,4-dioxygenase (HOD) from Arthrobacter nitroguajacolicus RU61A anaerobically complexed with its chloride | artsp-hod |
| 3IBT | Structure of 1H-3-hydroxy-4-oxoquinoline 2,4-dioxygenase (QDO) | psepu-QDO |
| Gene_locus | Name | Species |
|---|---|---|
| rhoer-aqdC1 | Rhodococcus erythropolis (Arthrobacter picolinophilus) 2-heptyl-3-hydroxy-4(1H)-quinolone (PQS) dioxygenase aqdC1 | Rhodococcus erythropolis |
| rhoer-aqdC2 | Rhodococcus erythropolis (Arthrobacter picolinophilus) 2-heptyl-3-hydroxy-4(1H)-quinolone (PQS) dioxygenase aqdC2 | Rhodococcus erythropolis |
| artsp-hod |  Arthrobacter sp. Arthrobacter ilicis Arthrobacter nitroguajacolicus RU61A, Paenarthrobacter nitroguajacolicus hod gene 1h-3-hydroxy-4-oxoquinaldine 2,4-dioxygenase (HOD) HodC |
Arthrobacter sp. |
| psepu-QDO | Pseudomonas putida (Arthrobacter siderocapsulatus). 1H-3-hydroxy-4-oxoquinoline 2,4-dioxygenase |
Pseudomonas putida |
| psere-s6ans1 | Pseudomonas resinovorans NBRC 106553. Uncharacterized protein | Pseudomonas resinovorans NBRC 106553 |
| ochan-a0a011ubk0 | Ochrobactrum anthropi. Dioxygenase | Ochrobactrum anthropi |
| 9rhiz-k2lkd0 | Nitratireductor pacificus pht-3B. Putative dioxygenase | Nitratireductor pacificus pht-3B |
| serli-s5elk6 | Serratia liquefaciens ATCC 27592. Uncharacterized protein | Serratia liquefaciens ATCC 27592 |
| 9bacl-v6m6g6 | Brevibacillus panacihumi W25. Dioxygenase | Brevibacillus panacihumi W25 |
| 9noca-w5tnn6 | Nocardia nova SH22a. Alpha\/beta hydrolase family protein | Nocardia nova SH22a |
| mycfo-k0vpb8 | Mycobacterium fortuitum subsp. fortuitum DSM 46621. Putative dioxygenase | Mycobacterium fortuitum subsp. fortuitum DSM 46621 |
| 9myco-x5klh1 | Mycobacterium mageritense. Putative 1H-3-hydroxy-4-oxoquinaldine 2,4-dioxygenase | Mycobacterium mageritense |
| strbb-d7bw96 | Streptomyces bingchenggensis (strain BCW-1). Putative dioxygenase HQD-Sb | Streptomyces bingchenggensis |
| noccg-h6r481 | Nocardia cyriacigeorgica (strain GUH-2). Putative dioxygenase | Nocardia cyriacigeorgica |
| mycab-r4v1a9 | Mycobacterium abscessus, Mycobacterium chelonae,1H-3-hydroxy-4-oxoquinaldine 2,4-dioxygenase | Mycobacterium abscessus |
| mycab-x8en65 | Mycobacterium abscessus, Mycobacterium chelonae, Putative dioxygenase (1H-3-hydroxy-4-oxoquinaldine 2,4-dioxygenase) |
Mycobacterium abscessus |
| 9euro-w2s3w2 | Cyphellophora europaea CBS 101466. Uncharacterized protein | Cyphellophora europaea CBS 101466 |
| myxxd-q1d1h0 | Myxococcus xanthus (strain DK 1622). Putative 1H-3-hydroxy-4-oxoquinaldine 2,4-dioxygenase | Myxococcus xanthus |
| myxsd-l7ugn0 | Myxococcus stipitatus (strain DSM 14675 \/ JCM 12634 \/ Mx s8). 1H-3-hydroxy-4-oxoquinaldine 2,4-dioxygenase | Myxococcus stipitatus |
| myxfh-f8chw8 | Myxococcus fulvus (strain ATCC BAA-855 \/ HW-1). Putative 1H-3-hydroxy-4-oxoquinaldine 2,4-dioxygenase | Myxococcus fulvus |
| cocim-j3ka92 | Coccidioides immitis\; Coccidioides posadasii (Valley fever fungus). Uncharacterized protein | Coccidioides immitis |
| rahaq-h8nn14 | Rahnella aquatilis\; Rahnella sp\; Alpha\/beta hydrolase | Rahnella aquatilis HX2 |
| nocfa-q5yp20 | Nocardia farcinica (strain IFM 10152). Putative dioxygenase HQD-Nf | Nocardia farcinica |
| 9gamm-w6mdu3 | Candidatus Competibacter denitrificans Run_A_D11. 1H-3-hydroxy-4-oxoquinaldine 2,4-dioxygenase | Candidatus Competibacter denitrificans Run_A_D11 |
| 9delt-A0A0H4WTM5 | Myxococcus hansupus 1H-3-hydroxy-4-oxoquinaldine 2,4-dioxygenase | Myxococcus hansupus |
| 9arch-e6n6u9 | Candidatus Caldiarchaeum subterraneum. 1H-3-hydroxy-4-oxoquinaldine 2,4-dioxygenase | Candidatus Caldiarchaeum subterraneum |
| rahac-h2j2h4 | Rahnella aquatilis (strain ATCC 33071 \/ DSM 4594 \/ JCM 1683 \/ NBRC 105701 \/ NCIMB 13365 \/ CIP 78.65). Uncharacterized protein | Rahnella aquatilis |
| hypai-g9p596 | Hypocrea atroviridis (strain ATCC 20476 \/ IMI 206040) (Trichoderma atroviride). Putative uncharacterized protein | Hypocrea atroviridis |
| fusox-x0bme4 | Fusarium oxysporum. Uncharacterized protein | Fusarium oxysporum |
| serli-s5eqe8 | Serratia liquefaciens ATCC 27592. Dioxygenase | Serratia liquefaciens ATCC 27592 |
| phote-u7r4p1 | Photorhabdus temperata, Uncharacterized protein | Photorhabdus temperata J3 |
| talsn-b8mq35 | Talaromyces stipitatus (strain ATCC 10500 \/ CBS 375.48 \/ QM 6759 \/ NRRL 1006) (Penicillium stipitatum). Putative uncharacterized protein | Talaromyces stipitatus |
| gibf5-s0ejq7 | Gibberella fujikuroi (strain CBS 195.34 \/ IMI 58289 \/ NRRL A-6831) (Bakanae and foot rot disease fungus) (Fusarium fujikuroi). Uncharacterized protein | Gibberella fujikuroi |
| gibm7-w7mcf8 | Gibberella moniliformis (strain M3125 \/ FGSC 7600) (Maize ear and stalk rot fungus) (Fusarium verticillioides). Uncharacterized protein | Gibberella moniliformis |
| sersa-g0bfi6 | Serratia plymuthica\; Serratia sp. Putative dioxygenase\; 1H-3-hydroxy-4-oxoquinaldine 2,4-dioxygenase | Serratia plymuthica |
| serp5-a8gf74 | Serratia proteamaculans (strain 568). Putative dioxygenase | Serratia proteamaculans |
| serma-u1w169 | Serratia marcescens. Putative dioxygenase | Serratia marcescens EGD-HP20 |
| Substrate | Chemical Nomenclature | Proteins |
|---|---|---|
| 2-methyl-quinolin-4(1H)-one | 2-methyl-1H-quinolin-4-one | artsp-hod |
| 2-Heptylquinolin-4(1H)-one | 2-heptyl-1H-quinolin-4-one | |
| Quinoline-3,4-diol | 3-hydroxy-1H-quinolin-4-one | rhoer-aqdC1 |
| 2-Heptyl-3-hydroxy-4-quinolone | 2-heptyl-3-hydroxy-1H-quinolin-4-one | rhoer-aqdC1 rhoer-aqdC2 mycab-x8en65 |
| N-acetylanthranilate | 2-acetamidobenzoic acid | 9micc-q7wsq8 artsp-hod |
| 3-hydroxy-2-methylquinolin-4(1H)-one | 3-hydroxy-2-methyl-1H-quinolin-4-one | artsp-hod mycab-x8en65 psepu-QDO |
| Inhibitor | Chemical Nomenclature | Proteins |
|---|---|---|
| NOAA | 2-(Octanoylamino)benzoic acid | mycab-x8en65 |
References (8)
| Title : Definition of an alpha\/beta-hydrolase fold subfamily comprising Pseudomonas quinolone signal cleaving dioxygenases - Wullich_2020_Appl.Environ.Microbiol__ |
| Author(s) : Wullich SC , Arranz San Martin A , Fetzner S |
| Ref : Applied Environmental Microbiology , : , 2020 |
| Abstract : |
| PubMedSearch : Wullich_2020_Appl.Environ.Microbiol__ |
| PubMedID: 32086305 |
| Title : Structural basis for recognition and ring-cleavage of the Pseudomonas quinolone signal (PQS) by AqdC, a mycobacterial dioxygenase of the alpha\/beta-hydrolase fold family - Wullich_2019_J.Struct.Biol_207_287 |
| Author(s) : Wullich SC , Kobus S , Wienhold M , Hennecke U , Smits SHJ , Fetzner S |
| Ref : J Struct Biol , 207 :287 , 2019 |
| Abstract : |
| PubMedSearch : Wullich_2019_J.Struct.Biol_207_287 |
| PubMedID: 31228546 |
| Gene_locus related to this paper: mycab-x8en65 |
| Title : Origin of the proton-transfer step in the cofactor-free (1H)-3-hydroxy-4-oxoquinaldine 2,4-dioxygenase: effect of the basicity of an active site His residue - Hernandez-Ortega_2014_J.Biol.Chem_289_8620 |
| Author(s) : Hernandez-Ortega A , Quesne MG , Bui S , Heuts DP , Steiner RA , Heyes DJ , de Visser SP , Scrutton NS |
| Ref : Journal of Biological Chemistry , 289 :8620 , 2014 |
| Abstract : |
| PubMedSearch : Hernandez-Ortega_2014_J.Biol.Chem_289_8620 |
| PubMedID: 24482238 |
| Gene_locus related to this paper: artsp-hod |
| Title : Structural basis for cofactor-independent dioxygenation of N-heteroaromatic compounds at the alpha\/beta-hydrolase fold - Steiner_2010_Proc.Natl.Acad.Sci.U.S.A_107_657 |
| Author(s) : Steiner RA , Janssen HJ , Roversi P , Oakley AJ , Fetzner S |
| Ref : Proc Natl Acad Sci U S A , 107 :657 , 2010 |
| Abstract : |
| PubMedSearch : Steiner_2010_Proc.Natl.Acad.Sci.U.S.A_107_657 |
| PubMedID: 20080731 |
| Gene_locus related to this paper: artsp-hod , psepu-QDO |
| Title : Oxygenases without requirement for cofactors or metal ions - Fetzner_2002_Appl.Microbiol.Biotechnol_60_243 |
| Author(s) : Fetzner S |
| Ref : Applied Microbiology & Biotechnology , 60 :243 , 2002 |
| Abstract : |
| PubMedSearch : Fetzner_2002_Appl.Microbiol.Biotechnol_60_243 |
| PubMedID: 12436305 |
| Gene_locus related to this paper: artsp-hod , psepu-QDO |
| Title : Site-directed mutagenesis of potential catalytic residues in 1H-3-hydroxy-4-oxoquinoline 2,4-dioxygenase, and hypothesis on the catalytic mechanism of 2,4-dioxygenolytic ring cleavage - Fischer_2000_FEMS.Microbiol.Lett_190_21 |
| Author(s) : Fischer F , Fetzner S |
| Ref : FEMS Microbiology Letters , 190 :21 , 2000 |
| Abstract : |
| PubMedSearch : Fischer_2000_FEMS.Microbiol.Lett_190_21 |
| PubMedID: 10981684 |
| Gene_locus related to this paper: psepu-QDO |
| Title : Bacterial 2,4-dioxygenases: new members of the alpha\/beta hydrolase-fold superfamily of enzymes functionally related to serine hydrolases - Fischer_1999_J.Bacteriol_181_5725 |
| Author(s) : Fischer F , Kunne S , Fetzner S |
| Ref : Journal of Bacteriology , 181 :5725 , 1999 |
| Abstract : |
| PubMedSearch : Fischer_1999_J.Bacteriol_181_5725 |
| PubMedID: 10482514 |
| Gene_locus related to this paper: psepu-QDO |
| Title : 2,4-dioxygenases catalyzing N-heterocyclic-ring cleavage and formation of carbon monoxide. Purification and some properties of 1H-3-hydroxy-4-oxoquinaldine 2,4-dioxygenase from Arthrobacter sp. Ru61a and comparison with 1H-3-hydroxy-4-oxoquinoline 2,4-dioxygenase from Pseudomonas putida 33\/1 - Bauer_1996_Eur.J.Biochem_240_576 |
| Author(s) : Bauer I , Max N , Fetzner S , Lingens F |
| Ref : European Journal of Biochemistry , 240 :576 , 1996 |
| Abstract : |
| PubMedSearch : Bauer_1996_Eur.J.Biochem_240_576 |
| PubMedID: 8856057 |
| Gene_locus related to this paper: artsp-hod , psepu-QDO |