N-Pentanoyl-L-homoserine lactone

Specifications / Handling

More Information
Product Details
Synonyms	C5-L-HSL; N-[(3S)-tetrahydro-2-oxo-3-furanyl]-pentanamide
Product Type	Chemical
Properties
Formula	C₉H₁₅NO₃
MW	185.2
CAS	148497-11-4
Source/Host Chemicals	Synthetic
Purity Chemicals	≥97% (HPLC)
Appearance	White to off-white powder.
Solubility	Soluble in DMSO or chloroform.
Identity	Determined by ¹H-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	BFIMURGDHGARTN-ZETCQYMHSA-N
Smiles	O=C1[C@@H](NC(CCCC)=O)CCO1
Shipping and Handling
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.
Documents
MSDS	Inquire
Product Specification Sheet
Datasheet	Download PDF

Product-specific References

Description

N-Pentanoyl-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. This regulatory process manifests itself with a variety of phenotypes including biofilm formation and virulence factor production. Regulation of bacterial quorum sensing signaling systems to inhibit pathogenesis represents a new approach to antimicrobial therapy in the treatment of infectious diseases.

Product References

(1) S.R. Chhabra, et al.; J. Antibiot. 46, 441 (1993) | (2) A.L. Schaefer, et al.; J. Bacteriol. 178, 2897 (1996) | (3) J. Zhu, et al.; Appl. Environ. Microbiol. 69, 6949 (2003) | (4) C.L. Weingart, et al.; Mol. Microbiol. 57, 452 (2005) | (5) W.-K. Goh, et al.; Molecules 10, 1263 (2005) | (6) X. Liu, et al.; BMC Microbiol. 11, 26 (2011)

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