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O9014

Sigma-Aldrich

N-(3-Oxodecanoyl)-L-homoserine lactone

≥98% (TLC)

Sinónimos:

3-Oxo-N-[(3s)-2-Oxotetrahydrofuran-3-Yl]decanamide

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About This Item

Fórmula empírica (notación de Hill):
C14H23NO4
Peso molecular:
269.34
Número MDL:
MFCD12912432
Código UNSPSC:
12352209
eCl@ss:
32160406
ID de la sustancia en PubChem:
329818933
NACRES:
NA.26

product name

N-(3-Oxodecanoyl)-L-homoserine lactone,

Análisis

≥98% (TLC)

formulario

powder

color

white

aplicaciones

cell analysis

Condiciones de envío

wet ice

temp. de almacenamiento

−20°C

cadena SMILES

CCCCCCCC(=O)CC(=O)N[C@H]1CCOC1=O

InChI

1S/C14H23NO4/c1-2-3-4-5-6-7-11(16)10-13(17)15-12-8-9-19-14(12)18/h12H,2-10H2,1H3,(H,15,17)/t12-/m0/s1

Clave InChI

KYGIKEQVUKTKRR-LBPRGKRZSA-N

Categorías relacionadas

Descripción general

N-(3-oxodecanoyl) homoserine-L-lactone (3-oxo-C10 HSL) is among belongs to the group of homoserine lactones that includes N-octanoyl-homoserine lactone (N-C8-HSL), N-(3-oxododecanoyl)homoserine-L-lactone (3-oxo-C12-HSL), N-(3-Oxotetradecanoyl)-L-homoserine lactone (3-oxo-C14-HSL, N-(3-hydroxydecanoyl)-L-homoserine lactone, and N-(3-hydroxyoctanoyl)-L-homoserine lactone.

Aplicación

N-(3-Oxodecanoyl)-L-homoserine lactone (3-Oxo-C10-HSL) may be used to study the signaling involved in the regulation of bacterial quorum sensing.

Acciones bioquímicas o fisiológicas

Acyl homoserine lactone used as an autoinducer of quorum signaling by Pseudomonas putida, Yersinia enterocolitica, and other Gram-negative bacteria.

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

Eyeshields, Gloves, type N95 (US)

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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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
Bijay K Khajanchi et al.
Infection and immunity, 79(7), 2646-2657 (2011-05-04)
Aeromonas hydrophila leads to both intestinal and extraintestinal infections in animals and humans, and the underlying mechanisms leading to mortality are largely unknown. By using a septicemic mouse model of infection, we showed that animals challenged with A. hydrophila die
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
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