N-3-oxo-dodecanoyl-L-homoserine lactone

Modify Date: 2024-01-02 11:05:39

N-3-oxo-dodecanoyl-L-homoserine lactone structure	Common Name	N-3-oxo-dodecanoyl-L-homoserine lactone
	CAS Number	168982-69-2	Molecular Weight	297.390
	Density	1.1±0.1 g/cm3	Boiling Point	519.4±50.0 °C at 760 mmHg
	Molecular Formula	C₁₆H₂₇NO₄	Melting Point	N/A
	MSDS	Chinese USA	Flash Point	267.9±30.1 °C

Use of N-3-oxo-dodecanoyl-L-homoserine lactone

N-3-oxo-dodecanoyl-L-Homoserine lactone (3-oxo-C12-HSL) is a bacterial quorum-sensing signaling molecule produced by P. aeruginosa and strains of the B. cepacia complex[1][2].Quorum sensing is a regulatory system used by bacteria for controlling gene expression in response to increasing cell density.N-3-oxo-dodecanoyl-L-Homoserine lactone induces the production of IL-8 in 16HBE human bronchial epithelial cells[3].

Name	3-oxo-N-[(3S)-2-oxooxolan-3-yl]dodecanamide
Synonym	More Synonyms

Description	N-3-oxo-dodecanoyl-L-Homoserine lactone (3-oxo-C12-HSL) is a bacterial quorum-sensing signaling molecule produced by P. aeruginosa and strains of the B. cepacia complex[1][2].Quorum sensing is a regulatory system used by bacteria for controlling gene expression in response to increasing cell density.N-3-oxo-dodecanoyl-L-Homoserine lactone induces the production of IL-8 in 16HBE human bronchial epithelial cells[3].
Related Catalog	Research Areas >> Others Signaling Pathways >> Anti-infection >> Bacterial
References	[1]. Pearson JP, Gray KM, Passador L, Tucker KD, Eberhard A, Iglewski BH, Greenberg EP. Structure of the autoinducer required for expression of Pseudomonas aeruginosa virulence genes. Proc Natl Acad Sci U S A. 1994 Jan 4;91(1):197-201. [2]. Chambers CE, Visser MB, Schwab U, Sokol PA. Identification of N-acylhomoserine lactones in mucopurulent respiratory secretions from cystic fibrosis patients. FEMS Microbiol Lett. 2005 Mar 15;244(2):297-304. [3]. Smith RS, Fedyk ER, Springer TA, Mukaida N, Iglewski BH, Phipps RP. IL-8 production in human lung fibroblasts and epithelial cells activated by the Pseudomonas autoinducer N-3-oxododecanoyl homoserine lactone is transcriptionally regulated by NF-kappa B a

Description

Related Catalog

Research Areas >> Others

Signaling Pathways >> Anti-infection >> Bacterial

References

[1]. Pearson JP, Gray KM, Passador L, Tucker KD, Eberhard A, Iglewski BH, Greenberg EP. Structure of the autoinducer required for expression of Pseudomonas aeruginosa virulence genes. Proc Natl Acad Sci U S A. 1994 Jan 4;91(1):197-201.

[2]. Chambers CE, Visser MB, Schwab U, Sokol PA. Identification of N-acylhomoserine lactones in mucopurulent respiratory secretions from cystic fibrosis patients. FEMS Microbiol Lett. 2005 Mar 15;244(2):297-304.

[3]. Smith RS, Fedyk ER, Springer TA, Mukaida N, Iglewski BH, Phipps RP. IL-8 production in human lung fibroblasts and epithelial cells activated by the Pseudomonas autoinducer N-3-oxododecanoyl homoserine lactone is transcriptionally regulated by NF-kappa B a

Density	1.1±0.1 g/cm3
Boiling Point	519.4±50.0 °C at 760 mmHg
Molecular Formula	C₁₆H₂₇NO₄
Molecular Weight	297.390
Flash Point	267.9±30.1 °C
Exact Mass	297.194000
PSA	72.47000
LogP	2.02
Vapour Pressure	0.0±1.4 mmHg at 25°C
Index of Refraction	1.484
Storage condition	-20°C

Hazard Codes	Xn
HS Code	2932209090

Precursor 8
CAS#:6305-38-0 2(3H)-Furanone,... CAS#:429675-23-0 5-(1-hydroxydec... CAS#:76835-64-8 methyl 3-oxodod... CAS#:112-13-0 Decanoyl chloride
CAS#:109873-29-2 methyl 2-(2-non... CAS#:61058-75-1 3-oxododecanoic acid CAS#:19444-84-9 3-Hydroxydihydr... CAS#:334-48-5 Decanoic acid
DownStream 0