N-Tetradecanoyl-DL-homoserine lactone

CHF 77.00
In stock
CDX-T0147-M01010 mgCHF 77.00
CDX-T0147-M05050 mgCHF 268.00
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Product Details
Synonyms C14-HSL; tDHL; N-(2-Oxotetrahydrofuran-3-yl)tetradecanamide; N-Myristoyl-DL-homoserine lactone
Product Type Chemical
Properties
Formula C18H33NO3
MW 311.5
CAS 98206-80-5
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
Our product description may differ slightly from the original manufacturers product datasheet.

InChi Key RSNWXHNBZSWFLG-UHFFFAOYSA-N
Smiles CCCCCCCCCCCCCCC(=O)N1CCOC1=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-Tetradecanoyl-DL-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. It appears later than shorter acyl chain AHLs in developing biofilms and, like other long chain AHLs, stimulates bacterial growth. C14-HSL also alters the proteolytic activity and enhances the migration of some strains of Proteus mirabilis. Induces violacein expression in a Chromobacterium violaceum mutant usually not able to produce homoserine lactones.

Product References

(1) A. Kuo, et al.; J. Bacteriol. 176, 7558 (1994) | (2) K.H. McClean, et al.; Microbiol. 143, 3703 (1997) | (3) J.K. Lithgow, et al.; Mol. Microbiol. 37, 81 (2000) | (4) J.J. Huang, et al.; Appl. Environ. Microbiol. 69, 5941 (2003) | (5) G.D. Geske; JACS 127, 12762 (2005) | (6) A. Komiya-Ito, et al.; Res. J. Microbiol. 1, 353 (2006) | (7) D. Stankowska, et al.; Microbiol. Immunol. Infect. 41, 243 (2008) | (8) T. Karlsson, et al.; J. Leuk. Biol. 91, 15 (2012)

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