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Chemodex
N-Hexanoyl-L-homoserine lactone
Product Details | |
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Synonyms | N-[(3S)-Tetrahydro-2-oxo-3-furanyl]-hexanamide; C6-HSL |
Product Type | Chemical |
Properties | |
Formula | C10H17NO3 |
MW | 199.3 |
CAS | 147852-83-3 |
Source/Host Chemicals | Synthetic. |
Purity Chemicals | ≥98% (NMR) |
Appearance | White powder. |
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 |
InChi Key | ZJFKKPDLNLCPNP-QMMMGPOBSA-N |
Smiles | CCCCCC(=O)N[C@H]1CCOC1=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 | Download PDF |
Product Specification Sheet | |
Datasheet | Download PDF |
N-Hexanoyl-L-homoserine lactone is a small diffusible signaling molecule involved in quorum sensing, controlling gene expression and affecting cellular metabolism. The diverse applications of this molecule include regulation of virulence in general and in cystic fibrosis, infection prevention, slime and biofilm reduction in commercial agriculture and aquaculture industries, food spoilage prevention and septicemia in fish.
(1) T.A. Gould, et al.; J. Bacteriol. 188, 773 (2006) | (2) T. Morohoshi, et al.; J. Biosci. Bioeng. 98, 274 (2004) | (3) R.L. Ulrich, et al.; J. Bacteriol. 186, 4350 (2004) | (4) L. Wang, et al.; J. Biol. Chem. 279, 13645 (2004) | (5) E.A. Yates, et al.; Infect. Immun. 70, 5635 (2002) | (6) Z. Luo & S.K. Farrand; J. Bacteriol. 186, 5665 (2003) | (7) A.B. Christensen, et al.; Microbiol. 149, 471 (2003) | (8) C.E. Chambers, et al.; FEMS Microbiol. Lett. 244, 297 (2005) | (9) D.G. Geske; JACS 127, 12762 (2005) | (10) J.T. Hodgkinson; Tetrahedron Lett. 52, 3291 (2011) | (11) H. Huvenne; J. Chromatogr. B: Anal. Tech. Biomed. Life Sci. 872, 83 (2008)