O9264
N-(3-Oxotetradecanoyl)-L-homoserine lactone
≥98% (TLC)
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About This Item
Formule empirique (notation de Hill):
C18H31NO4
Poids moléculaire :
325.44
Numéro MDL:
Code UNSPSC :
12352209
eCl@ss :
32160406
ID de substance PubChem :
Nomenclature NACRES :
NA.26
Produits recommandés
product name
N-(3-Oxotetradecanoyl)-L-homoserine lactone,
Pureté
≥98% (TLC)
Niveau de qualité
Forme
powder
Couleur
white
Application(s)
cell analysis
Conditions d'expédition
wet ice
Température de stockage
−20°C
Chaîne SMILES
CCCCCCCCCCCC(=O)CC(=O)N[C@H]1CCOC1=O
InChI
1S/C18H31NO4/c1-2-3-4-5-6-7-8-9-10-11-15(20)14-17(21)19-16-12-13-23-18(16)22/h16H,2-14H2,1H3,(H,19,21)/t16-/m0/s1
Clé InChI
YQFJJDSGBAAUPW-INIZCTEOSA-N
Application
N-(3-Oxotetradecanoyl)-L-homoserine lactone (3-Oxo-C14-HSL), a member of a family of acyl homoserine lactones, may be used to determine its mechanisms and specificity of action as a signaling molecule involved in the regulation of bacterial quorum sensing.
Actions biochimiques/physiologiques
N-(3-Oxotetradecanoyl)-L-homoserine lactone (3-oxo-C14-HSL) is among a group of homoserine lactones that includes N-octanoyl-homoserine lactone (N-C8-HSL), N-(3-oxodecanoyl) homoserine-L-lactone (3-oxo-C10 HSL), N-(3-oxododecanoyl)homoserine-L-lactone (3-oxo-C12-HSL), N-(3-hydroxydecanoyl)-L-homoserine lactone, and N-(3-hydroxyoctanoyl)-L-homoserine lactone involved in the processes of bacterial quorum sensing. These homoserine lactones are used to study the processes and mechanisms of bacterial quorum sensing.
Acyl homoserine lactone used as an autoinducer of quorum signaling by Sinorhizobium meliloti, Yersinia enterocolitica, and other Gram-negative bacteria.
Code de la classe de stockage
11 - Combustible Solids
Classe de danger pour l'eau (WGK)
WGK 3
Point d'éclair (°F)
Not applicable
Point d'éclair (°C)
Not applicable
Équipement de protection individuelle
Eyeshields, Gloves, type N95 (US)
Certificats d'analyse (COA)
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Les clients ont également consulté
John F Teiber et al.
Methods in molecular biology (Clifton, N.J.), 692, 291-298 (2010-10-30)
Mammalian paraoxonases (PONs) are a unique, highly conserved family of calcium-dependent esterases consisting of PON1, PON2, and PON3. The PONs can hydrolyze the lactone ring of a range of N-acyl-L: -homoserine lactone (AHL) quorum sensing signaling molecules, rendering them inactive.
Rumana Rashid et al.
Microbes and environments, 26(2), 144-148 (2011-04-20)
N-Acylhomoserine lactones (AHLs) are used as quorum-sensing signaling molecules by many Gram-negative bacteria. Here, 413 bacterial strains were obtained from the roots of potato plants and screened for AHL-degrading bacteria using Chromobacterium violaceum reporter strains. Sixty one isolates degraded N-hexanoyl-L-homoserine
Mair E A Churchill et al.
Methods in molecular biology (Clifton, N.J.), 692, 159-171 (2010-10-30)
Quorum sensing plays a central role in regulating many community-derived symbiotic and pathogenic relationships of bacteria, and as such has attracted much attention in recent years. Acyl-homoserine lactones (AHLs) are important signaling molecules in the quorum sensing gene-regulatory processes found
Manabu Horikawa et al.
Bioorganic & medicinal chemistry letters, 16(8), 2130-2133 (2006-02-08)
The synthesis of the analogs of N-3-oxododecanoyl-L-homoserine lactone (1) and their structure-activity relationship for the apoptotic induction in macrophages, P388D1 cells, are described. It was revealed that the position of the oxo group in the acyl side chain in addition
Margrith E Mattmann et al.
Bioorganic & medicinal chemistry letters, 18(10), 3072-3075 (2007-12-18)
The transcription factor QscR is a regulator of quorum sensing in Pseudomonas aeruginosa and plays a role in controlling virulence in this prevalent opportunistic pathogen. This study outlines the discovery of a set of synthetic N-acylated homoserine lactones that are
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