N-Hexadecanoyl-DL-homoserine lactone

CHF 64.00
In stock
CDX-H0202-M01010 mgCHF 64.00
CDX-H0202-M05050 mgCHF 191.00
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Product Details
Synonyms C16-HSL; N-Palmitoyl-DL-homoserine
Product Type Chemical
Properties
Formula C20H37NO3
MW 339.5
CAS 98206-81-6
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

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Our product description may differ slightly from the original manufacturers product datasheet.

InChi Key QJIXVOQAEZMUIH-UHFFFAOYSA-N
Smiles CCCCCCCCCCCCCCCC(=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
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Product Specification Sheet
Datasheet Download PDF

N-Hexadecanoyl-DL-homoserine lactone (C16-HSL) 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. C16-HSL is a lipophilic, long acyl side-chain bearing AHL, produced by the LuxI AHL synthase homolog SinI involved in quorum-sensing signaling in S. meliloti, a nitrogen-fixing bacterial symbiont of certain legumes. C16-HSL is the most abundant AHL produced by the proteobacterium R. capsulatus and activates genetic exchange between R. capsulatus cells. It tends to localize in relatively lipophilic cellular environments of bacteria and cannot diffuse freely through the cell membrane. The long-chain N-acylhomoserine lactones may be exported from cells by efflux pumps or may be transported between communicating cells by extracellular outer membrane vesicles.

Product References

(1) A.L. Schaefer, et al.; J. Bacteriol. 184, 6515 (2002) | (2) M.M. Marketon, et al.; J. Bacteriol. 184, 5686 (2002) | (3) M. Teplitski, et al.; Arch. Microbiol. 180, 494 (2003) | (4) I. Llamas, et al.; Appl. Enviro. Microbiol. 70, 3715 (2004) | (5) M. Gao, et al.; J. Bacteriol. 187, 7931 (2005) | (6) G.D. Geske, et al.; ChemBioChem 9, 389 (2008)

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