3-hydroxy-2-methylquinolin-4(1H)-one

General

Type : Quinoline

Chemical_Nomenclature : 3-hydroxy-2-methyl-1H-quinolin-4-one

Canonical SMILES : CC1=C(C(=O)C2=CC=CC=C2N1)O

InChI : InChI=1S\/C10H9NO2\/c1-6-9(12)10(13)7-4-2-3-5-8(7)11-6\/h2-5,12H,1H3,(H,11,13)

InChIKey : FSCXZVPPDJYLDD-UHFFFAOYSA-N

Other name(s) : 2-Methylquinoline-3,4-diol  ||  3-Hydroxy-2-methyl-1H-quinolin-4-one  ||  CHEBI:29216  ||  C06331  ||  QND  ||  1H-3-hydroxy-4-oxoquinaldine  ||  1-H-3-hydroxy-4-oxoquinaldine


MW : 175.18

Formula : C10H9NO2

CAS_number : 34497-54-6,    90924-17-7

PubChem : 440982

UniChem : FSCXZVPPDJYLDD-UHFFFAOYSA-N

Target

References (8)

Title : Evolutionary adaptation from hydrolytic to oxygenolytic catalysis - Bui_2023_bioRxiv__
Author(s) : Bui S , Gil-Guerrero S , van der Linden P , Carpentier P , Ceccarelli M , Jambrina PG , Steiner RA
Ref : Biorxiv , : , 2023
Abstract :
PubMedSearch : Bui_2023_bioRxiv__
PubMedID:
Gene_locus related to this paper: artsp-hod

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 : Stability, unfolding, and structural changes of cofactor-free 1H-3-hydroxy-4-oxoquinaldine 2,4-dioxygenase - Beermann_2007_Biochemistry_46_4241
Author(s) : Beermann B , Guddorf J , Boehm K , Albers A , Kolkenbrock S , Fetzner S , Hinz HJ
Ref : Biochemistry , 46 :4241 , 2007
Abstract :
PubMedSearch : Beermann_2007_Biochemistry_46_4241
PubMedID: 17371045

Title : Dioxygenases without requirement for cofactors: identification of amino acid residues involved in substrate binding and catalysis, and testing for rate-limiting steps in the reaction of 1H-3-hydroxy-4-oxoquinaldine 2,4-dioxygenase - Frerichs-Deeken_2005_Curr.Microbiol_51_344
Author(s) : Frerichs-Deeken U , Fetzner S
Ref : Curr Microbiol , 51 :344 , 2005
Abstract :
PubMedSearch : Frerichs-Deeken_2005_Curr.Microbiol_51_344
PubMedID: 16187153
Gene_locus related to this paper: artsp-hod

Title : Dioxygenases without requirement for cofactors and their chemical model reaction: compulsory order ternary complex mechanism of 1H-3-hydroxy-4-oxoquinaldine 2,4-dioxygenase involving general base catalysis by histidine 251 and single-electron oxidation of the substrate dianion - Frerichs-Deeken_2004_Biochemistry_43_14485
Author(s) : Frerichs-Deeken U , Ranguelova K , Kappl R , Huttermann J , Fetzner S
Ref : Biochemistry , 43 :14485 , 2004
Abstract :
PubMedSearch : Frerichs-Deeken_2004_Biochemistry_43_14485
PubMedID: 15533053
Gene_locus related to this paper: artsp-hod

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