10937
N-Tetradecanoyl-DL-homoserine lactone
≥97.0% (HPLC)
Sinônimo(s):
N-Myristoyl-DL-homoserine lactone
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25 MG
R$ 2.373,00
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25 MG
R$ 2.373,00
About This Item
Fórmula empírica (Notação de Hill):
C18H33NO3
Número CAS:
Peso molecular:
311.46
Beilstein:
1649579
Número MDL:
Código UNSPSC:
12352209
eCl@ss:
32160406
ID de substância PubChem:
NACRES:
NA.26
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Nome do produto
N-Tetradecanoyl-DL-homoserine lactone, ≥97.0% (HPLC)
Ensaio
≥97.0% (HPLC)
Formulário
powder
cor
white to slightly yellow
aplicação(ões)
cell analysis
temperatura de armazenamento
2-8°C
cadeia de caracteres SMILES
CCCCCCCCCCCCCC(=O)NC1CCOC1=O
InChI
1S/C18H33NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-17(20)19-16-14-15-22-18(16)21/h16H,2-15H2,1H3,(H,19,20)
chave InChI
ZQAYHOXXVBVXPZ-UHFFFAOYSA-N
Aplicação
Induces violacein expression in a Chromobacterium violaceum mutant usually not able to produce homoserine lactones.[1]
Ações bioquímicas/fisiológicas
N-Tetradecanoyl-DL-homoserine lactone (C14-HSL) is among a group of homoserine lactones that includes; N-Heptanoyl-DL-homoserine lactone (C7HSL), N-octanoyl-homoserine lactone (N-C8-HSL), N-Decanoyl-DL-homoserine lactone (N-C10-HSL), N-Dodecanoyl-DL-homoserine lactone (C12-HSL), N-(3-oxodecanoyl) homoserine-L-lactone (3-oxo-C10 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 involved in the processes of bacterial quorum sensing. These N-acyl-homoserine lactones are used to study the processes and mechanisms of bacterial quorum sensing.
N-Tetradecanoyl-DL-homoserine lactone is a member of N-acyl-homoserine lactone family. N-acylhomoserine lactones (AHL) regulate gene expression in gram-negative bacteria, such as Echerichia and Salmonella are involved in quorum sensing, cell to cell communication among bacteria. Some AHLs are potent chemoattractants for human immune cells such as neutrophils.
Código de classe de armazenamento
11 - Combustible Solids
Classe de risco de água (WGK)
WGK 3
Ponto de fulgor (°F)
Not applicable
Ponto de fulgor (°C)
Not applicable
Equipamento de proteção individual
Eyeshields, Gloves, type N95 (US)
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Francisco Pérez-Montaño et al.
Research in microbiology, 162(7), 715-723 (2011-05-24)
Legume-nodulating rhizobia use N-acyl homoserine lactones (AHLs) to regulate several physiological traits related to the symbiotic plant-microbe interaction. In this work, we show that Sinorhizobium fredii SMH12, Rhizobium etli ISP42 and Rhizobium sullae IS123, three rhizobial strains with different nodulation
Frank Wilco Bartels et al.
Biophysical journal, 92(12), 4391-4400 (2007-03-27)
Intercellular communication by means of small signal molecules coordinates gene expression among bacteria. This population density-dependent regulation is known as quorum sensing. The symbiotic nitrogen-fixing bacterium Sinorhizobium meliloti Rm1021 possesses the Sin quorum sensing system based on N-acyl homoserine lactones
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