3-oxo-C12-HSL

General

Type : Lactone || Dodecanoate || Homoserine

Chemical_Nomenclature : 3-oxo-N-[(3S)-2-oxooxolan-3-yl]dodecanamide

Canonical SMILES : CCCCCCCCCC(=O)CC(=O)NC1CCOC1=O

InChI : InChI=1S\/C16H27NO4\/c1-2-3-4-5-6-7-8-9-13(18)12-15(19)17-14-10-11-21-16(14)20\/h14H,2-12H2,1H3,(H,17,19)\/t14-\/m0\/s1

InChIKey : PHSRRHGYXQCRPU-AWEZNQCLSA-N

Other name(s) : N-(3-oxododecanoyl)homoserine lactone,     CHEBI:44534,     N-3-oxo-dodecanoyl-L-homoserine lactone,     3-oxo-C12-HSL,     3-oxo-C12-AHL


MW : 297.39

Formula : C16H27NO4

CAS_number : 168982-69-2 || 152833-54-0

PubChem :

UniChem :

Iuphar :

Target

Families : AHL-acylase

References (6)

Title : The bacterial quorum-sensing molecule, N-3-oxo-dodecanoyl-L-homoserine lactone, inhibits mediator release and chemotaxis of murine mast cells - Khambati_2017_Inflamm.Res_66_259
Author(s) : Khambati I , Han S , Pijnenburg D , Jang H , Forsythe P
Ref : Inflamm Res , 66 :259 , 2017
Abstract : Khambati_2017_Inflamm.Res_66_259
ESTHER : Khambati_2017_Inflamm.Res_66_259
PubMedSearch : Khambati_2017_Inflamm.Res_66_259
PubMedID: 27896412

Title : High-resolution structures of AidH complexes provide insights into a novel catalytic mechanism for N-acyl homoserine lactonase - Gao_2013_Acta.Crystallogr.D.Biol.Crystallogr_69_82
Author(s) : Gao A , Mei GY , Liu S , Wang P , Tang Q , Liu YP , Wen H , An XM , Zhang LQ , Yan XX , Liang DC
Ref : Acta Crystallographica D Biol Crystallogr , 69 :82 , 2013
Abstract : Gao_2013_Acta.Crystallogr.D.Biol.Crystallogr_69_82
ESTHER : Gao_2013_Acta.Crystallogr.D.Biol.Crystallogr_69_82
PubMedSearch : Gao_2013_Acta.Crystallogr.D.Biol.Crystallogr_69_82
PubMedID: 23275166
Gene_locus related to this paper: 9rhiz-d2j2t6

Title : Paraoxonases-2 and -3 Are Important Defense Enzymes against Pseudomonas aeruginosa Virulence Factors due to Their Anti-Oxidative and Anti-Inflammatory Properties - Schweikert_2012_J.Lipids_2012_352857
Author(s) : Schweikert EM , Amort J , Wilgenbus P , Forstermann U , Teiber JF , Horke S
Ref : J Lipids , 2012 :352857 , 2012
Abstract : Schweikert_2012_J.Lipids_2012_352857
ESTHER : Schweikert_2012_J.Lipids_2012_352857
PubMedSearch : Schweikert_2012_J.Lipids_2012_352857
PubMedID: 22570791

Title : Inactivation of AHLs by Ochrobactrum sp. A44 depends on the activity of a novel class of AHL acylase - Czajkowski_2011_Environ.Microbiol.Rep_3_59
Author(s) : Czajkowski R , Krzyzanowska D , Karczewska J , Atkinson S , Przysowa J , Lojkowska E , Williams P , Jafra S
Ref : Environ Microbiol Rep , 3 :59 , 2011
Abstract : Czajkowski_2011_Environ.Microbiol.Rep_3_59
ESTHER : Czajkowski_2011_Environ.Microbiol.Rep_3_59
PubMedSearch : Czajkowski_2011_Environ.Microbiol.Rep_3_59
PubMedID: 23761232
Gene_locus related to this paper: 9rhiz-d8x182

Title : Quenching of acyl-homoserine lactone-dependent quorum sensing by enzymatic disruption of signal molecules. - Czajkowski_2009_Acta.Biochim.Pol_56_1
Author(s) : Czajkowski R , Jafra S
Ref : Acta Biochim Pol , 56 :1 , 2009
Abstract : Czajkowski_2009_Acta.Biochim.Pol_56_1
ESTHER : Czajkowski_2009_Acta.Biochim.Pol_56_1
PubMedSearch : Czajkowski_2009_Acta.Biochim.Pol_56_1
PubMedID: 19287806

Title : Influence of Pseudomonas aeruginosa quorum sensing signal molecule N-(3-oxododecanoyl) homoserine lactone on mast cells - Li_2009_Med.Microbiol.Immunol_198_113
Author(s) : Li H , Wang L , Ye L , Mao Y , Xie X , Xia C , Chen J , Lu Z , Song J
Ref : Med Microbiol Immunol , 198 :113 , 2009
Abstract : Li_2009_Med.Microbiol.Immunol_198_113
ESTHER : Li_2009_Med.Microbiol.Immunol_198_113
PubMedSearch : Li_2009_Med.Microbiol.Immunol_198_113
PubMedID: 19337750