Chemodex

N-(3-Oxotetradecanoyl)-DL-homoserine lactone

Name: N-(3-Oxotetradecanoyl)-DL-homoserine lactone
Brand: Chemodex
SKU: CDX-O0055
Price: 68.00 CHF
Availability: InStock

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CDX-O0055-M01010 mgCHF 68.00

CDX-O0055-M100100 mgCHF 380.00

Specifications / Handling

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Product Details
Synonyms	3-oxo-C14-HSL; 3OC14-HSL; N-3-oxo-Myristoyl-DL-Homoserine lactone
Product Type	Chemical
Properties
Formula	C₁₈H₃₁NO₄
MW	325.4
CAS	503610-29-5
Source/Host Chemicals	Synthetic.
Purity Chemicals	≥97% (GC)
Appearance	White solid.
Solubility	Soluble in chloroform. Ethanol or methanol are not recommended as solvents as they have been shown to open the lactone ring.
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	YQFJJDSGBAAUPW-UHFFFAOYSA-N
Smiles	CCCCCCCCCCCC(=O)CC(=O)NC1CCOC1=O
Shipping and Handling
Shipping	AMBIENT
Short Term Storage	+4°C
Long Term Storage	-20°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 -20°C.
Documents
Product Specification Sheet
Datasheet	Download PDF

Scientific Background Information

Product Description

N-(3-Oxotetradecanoyl)-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 3-oxo-AHLs, stimulates the production of putisolvin, which in turn inhibits biofilm formation.

Product-specific References

(1) A. Kuo, et al.; J. Bacteriol. 176, 7558 (1994) | (2) A.L. Schaefer, et al.; J. Bacteriol. 178, 2897 (1996) | (3) K.H. McClean, et. al.; Microbiol. 143, 3703 (1997) | (4) J.K. Lithgow, et al.; Mol. Microbiol. 37, 81 (2000) | (5) S.R. Chhabra, et al.; J. Med. Chem. 46, 97 (2003) | (6) J.F. Dubern, et al.; J. Bacteriol. 188, 2898 (2006) | (7) A.M. Pomini & A.J. Marsaioli; J. Nat. Prod. 71, 1032 (2008) | (8) B.M. Davis, et al.; Biophy. J. 101, 245 (2011)

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