bs-76209C

DATASHEET

Formulation Powder

Storage: Stable for 2 years after receipt when stored at +4°C.

Product Information:

CAS Number: 137173-46-7

Molecular formula: C16H29NO3

Molecular weight: 283.4

Purity: >98% (NMR)

Appearance: White powder.

Solubility: Soluble in DMSO and dimethylformamide (approx. 30mg/ml).

InChiKey: WILLZMOKUUPJSL-AWEZNQCLSA-N

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

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

Description:

N-Dodecanoyl-L-homoserine lactone (C12-HSL) is a small diffusible signalling molecule involved in quorum sensing, thereby controlling gene expression and affecting cellular metabolism in bacteria. In addition to regulating bacterial functions, C12-HSL activates NF-kappaB in RAW 264.7 macrophages, increasing the expression of TNF-alpha, interleukin-1beta (IL-1beta) and IL-8, while other lactones do not. In addition, C12-HSL alters cell cycling and metabolism of human keratinocyte (HaCaT) cells. It is important to note that C12-HSL is distinct from N-3-oxo-dodecanoyl-L-homoserine lactone, which is produced at different times in biofilm development and has different cellular effects.