bs-76638C

DATASHEET

Formulation Powder

Storage: Stable for 2 years after receipt when stored at -20°C.

Product Information:

CAS Number: 168982-69-2

Molecular formula: C16H27NO4

Molecular weight: 297.39

Purity: >98% (NMR)

Appearance: White powder.

Solubility: Soluble in DMSO (20mg/ml), DMF (20mg/ml) or chloroform.

InChiKey: PHSRRHGYXQCRPU-AWEZNQCLSA-N

SMILES: CCCCCCCCCC(=O)CC(=O)N[C@H]1CCOC1=O

SMILES: CCCCCCCCCC(=O)CC(=O)N[C@H]1CCOC1=O

Description:

Quorum sensing agent. N-(3-Oxododecanoyl)-L-homoserine lactone (3-oxo-C12-HSL) is a small diffusible signaling molecule and is a member of N-acyl-homoserine lactone family. N-acylhomoserine lactones (AHL) are involved in quorum sensing, controlling gene expression, and cellular metabolism. The diverse applications of this kind of molecule include regulation of virulence in general, infection prevention and formation of biofilms. 3-oxo-C12-HSL is one of the AHLs frequently identified in extracts of respiratory secretions from cystic fibrosis patients infected with P. aeruginosa and/or strains of the B. cepacia complex. 3-oxo-C12-HSL activates the transcription factors NF-kappaB and AP-2 to induce interleukin-8 production in human lung fibroblasts and epithelial cells, possibly contributing to the neutrophil infiltration and inflammation found in P. aeruginosa infections.