|Synonyms||N-[(3S)-Tetrahydro-2-oxo-3-furanyl]-dodecanamide; dDHL; C12-HSL|
|Purity Chemicals||≥98% (NMR)|
|Solubility||Soluble in DMSO and dimethylformamide (approx. 30mg/ml).|
|Identity||Determined by 1H-NMR.|
|Declaration||Manufactured by Chemodex.|
|Other Product Data||
Click here for Original Manufacturer Product Datasheet
|Shipping and Handling|
|Short Term Storage||+4°C|
|Long Term Storage||+4°C|
Keep cool and dry.
Protect from light and moisture.
|Use/Stability||Stable for at least 2 years after receipt when stored at +4°C.|
|Product Specification Sheet|
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-κB in RAW 264.7 macrophages, increasing the expression of TNF-α, interleukin-1β (IL-1β) 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.
(1) G.D. Geske; JACS 127, 12762 (2005) | (2) J.T. Hodgkinson; Tetrahedron Lett. 52, 3291 (2011) | (3) A. Kuo, et al.; J. Bacteriol. 176, 7558 (1994) | (4) J.K. Lithgow, et al.; Mol. Microbiol. 37, 81 (2000) | (5) K.H. McClean, et al.; Microbiol. 143, 3703 (1997) | (6) K. Gomi, et al.; Infect. Immun. 74, 7029 (2006) | (7) S. Kristiansen, et al.; APMIS 116, 361 (2008) | (8) Y. Huang, et al.; ISME 1, (2008)