168982-69-2
Chemical Structure
N-3-oxo-dodecanoyl-L-homoserine lactone
Synonym(s): OdDHL
- CAS No.: 168982-69-2
- Formula:C16H27NO4
- Molecular Weight:297.39
IUPAC Name: (S)-3-oxo-N-(2-oxotetrahydrofuran-3-yl)dodecanamide
InChIKey: PHSRRHGYXQCRPU-AWEZNQCLSA-N
SMILES: CCCCCCCCCC(CC(N[C@@H]1C(OCC1)=O)=O)=O
Biological Activity: 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].
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N-3-oxo-dodecanoyl-L-homoserine lactone | 99.88% | 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.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. | ||||||||||||||||||||
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- [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. [Content Brief]
- [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. [Content Brief]
- [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 [Content Brief]
