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Chemodex
N-Dodecanoyl-DL-homoserine lactone
95
CHF
CHF 95.00
In stock
CDX-D0339-M01010 mgCHF 95.00
CDX-D0339-M05050 mgCHF 285.00
| Product Details | |
|---|---|
| Synonyms | C12-HSL; N-(2-Oxotetrahydro-3-furanyl)dodecanamide; N-Lauroyl-DL-homoserine lactone |
| Product Type | Chemical |
| Properties | |
| Formula | C16H29NO3 |
| MW | 283.4 |
| CAS | 18627-38-8 |
| Source/Host Chemicals | Synthetic. |
| Purity Chemicals | ≥97% (GC) |
| Appearance | White solid. |
| Solubility | Soluble in chloroform. |
| Identity | Determined by NMR. |
| Declaration | Manufactured by Chemodex. |
| Other Product Data |
Click here for Original Manufacturer Product Datasheet |
| InChi Key | WILLZMOKUUPJSL-UHFFFAOYSA-N |
| Smiles | CCCCCCCCCCCC(=O)NC1CCOC1=O |
| Shipping and Handling | |
| Shipping | AMBIENT |
| Short Term Storage | +4°C |
| Long Term Storage | +4°C |
| Handling Advice |
Keep cool and dry. Protect from light and moisture. |
| Use/Stability | Stable for at least 2 years after receipt when stored at +4°C. |
| Documents | |
| MSDS | Inquire |
| Product Specification Sheet | |
| Datasheet |
 Download PDF |
Description
N-Dodecanoyl-DL-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 also was shown to induce cell death by apoptosis.
Product References
(1) A. Kuo, et al.; J. Bacteriol. 176, 7558 (1994) | (2) K.H. McClean, et al.; Microbiol. 143, 3703 (1997) | (3) M.K. Parsek, et al.; PNAS 143, 3703 (1997) | (4) J.K. Lithgow, et al.; Mol. Microbiol. 37, 81 (2000) | (5) G.D. Geske; JACS 127, 12762 (2005) | (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) | (9) L.R. Swem, et al.; Molecul. Cell 35, 143 (2009) | (10) J.T. Hodgkinson; Tetrahedron Lett. 52, 3291 (2011) | (11) D.G. Deryabina, et al.; Microbiol 82, 133 (2013)
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