Specifications
- Purity
- ≥97% (HPLC)
- Appearance
- White solid
- Identity
- 1H-NMR
Properties
- Solvents
- chloroform (50 mg/ml)
Downloads
- Safety Data Sheet
- CDX O0058 MSDS.pdf
Category: Quorum Sensing
N-(3-Oxooctanoyl)-L-homoserine lactone 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. This compound stimulates the tra gene expression. It is an autoinducer and potent antagonist. Promotes the expression of the transcriptional activator (and LuxR homolog) TraR, in the gram-negative bacterium A. tumefaciens.
Synonyms | 3-oxo-C8-HSL, 3OC8-HSL, N-(β-Ketooctanoyl)-L-homoserine |
---|---|
Purity | ≥97% (HPLC) |
Appearance | White solid |
CAS-Number | 147795-39-9 |
Molecular Formula | C12H19NO4 |
Molecular Weight | 241.3 |
Identity | 1H-NMR |
Solvents | chloroform (50 mg/ml) |
Smiles | [H][C@@]1(CCOC1=O)NC(=O)CC(=O)CCCCC |
InChi Key | FXCMGCFNLNFLSH-JTQLQIEISA-N |
Shipping | AMBIENT |
Short Term Storage | +4°C |
Long Term Storage | -20°C |
Handling Advice | Protect from light and moisture. |
Use / Stability | Stable for at least 2 years after receipt when stored at -20°C. |
Transportation | Not dangerous goods |
References | (1) A. Eberhard, et al.: Arch. Microbiol. 146, 35 (1986), (2) J. Zhu, et al.: J. Bacteriol. 180, 5398 (1998), (3) M. Teplitski, et al.: Arch. Microbiol. 180, 494 (2003), (4) T.A. Gould, et al.: J. Bacteriol. 188, 773 (2006), (5) C.G.N. Penalver, et al.: FEBS Lett. 580, 561 (2006), (6) J.C.A. Janssens, et al.: Appl. Environ. Microbiol. 73, 535 (2007), (7) A.M. Pomini & A.J. Marsaioli: J. Nat. Prod. 71, 1032 (2008), (8) R.L. Frey, et al.: Environ. Sci. Tech. 44, 7465 (2010), (9) A.E. McClean, et al.: Phytopathol. 102, 195 (2012), (10) C. Miao, et al.: BBRC 427, 293 (2012) |
InChi | InChI=1S/C12H19NO4/c1-2-3-4-5-9(14)8-11(15)13-10-6-7-17-12(10)16/h10H,2-8H2,1H3,(H,13,15)/t10-/m0/s1 |
Quantity | 10 mg, 100 mg, Bulk |