N-heptanoyl-L-Homoserine lactone • C7-<wbr/>HSL (CAS 177158-20-2) (Inchi key FTMZLSDESAOPSZ-VIFPVBQESA-N) || Cayman Chemical | Supplier
N-heptanoyl-L-Homoserine lactone
Item № 10011198
CAS № 177158-20-2
Purity ≥98%
product image
SIZE PRICE QUANTITY SUBTOTAL
CART TOTAL $0.00
5 mg $30.00 $0.00
10 mg $57.00 $0.00
25 mg $135.00 $0.00
50 mg $240.00 $0.00

Pricing updated 2015-08-29. Prices are subject to change without notice.

Bulk Inquiry Form

X

Enter number, size, and select unit. Example: 2 x 500 mg

Please indicate any analytical testing requirements, special handling, packaging, or delivery requirements.

Description
Synonyms
  • C7-HSL

Quorum sensing is a regulatory system used by bacteria for controlling gene expression in response to increasing cell density. Controlling bacterial infections by quenching their quorum sensing systems is involved in a promising field of study. The expression of specific target genes, such as transcriptional regulators belonging to the LuxIR family of proteins, is coordinated by synthesis of diffusible acylhomoserine lactone (AHL) molecules. N-heptanoyl-L-Homoserine lactone (C7-HSL) is a small diffusible signaling molecule involved in quorum sensing, thereby controlling gene expression and affecting cellular metabolism.1,2 The diverse applications of this molecule include regulation of virulence, infection prevention, and septicemia in fish.3

Download Product Insert Download Safety Data Sheet (SDS)

Technical Information
Formal Name N-​[(3S)-​tetrahydro-​2-​oxo-​3-​furanyl]-​heptanamide
CAS Number 177158-20-2
Synonyms
  • C7-HSL
Molecular Formula C11H19NO3
Formula Weight 213.3
Purity ≥98%
Formulation A crystalline solid
SMILES CCCCCCC(=O)​N[C@H]​1CCOC1=O
InChI Code ​1S/C11H19NO3/c1-2-3-4-5-6-10(13)​12-9-7-8-15-11(9)​14/h9H,2-8H2,1H3,(H,12,13)​/t9-/m0/s1
InChI Key FTMZLSDESAOPSZ-VIFPVBQESA-N

WARNING - This product is not for human or veterinary use.

Shipping & Storage
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
Stability 2 years
Product Downloads & Resources
Product Downloads

Download Product Insert 102 Kb PDF

Download Safety Data Sheet (SDS) 23 Kb PDF

Download free InChI Key generation software

Additional Information

View the Cayman Structure Database for chemical structure definitions for many Cayman products

Get Batch-Specific Data and Documents by Batch Number

Separate multiple batch numbers with commas

Inserts
QC Sheets
Certificates of Analysis
GCMS Data
References & Background Reading
Product Description References

1. Lithgow, J.K., Wilkinson, A., Hardman, A., et al. The regulatory locus cinRI in Rhizobium leguminosarum controls a network of quorum-sensing loci. Mol Microbiol 37(1) 81-97 (2000).

2. Barnard, A.M.L., and Salmond, G.P.C. Quorum sensing: The complexities of chemical communication between bacteria. Complexus 5(2) 87-101 (2004).

3. Morohoshi, T., Inaba, T., Kato, N., et al. Identification of quorum-sensing signal molecules and the LuxRI homologs in fish pathogen edwardsiella tarda. J Biosci Bioeng 98(4) 274-281 (2004).

Technical Support
Contact Us
  • To streamline the process attach the appropriate questionnaire to your inquiry.

  • Toll Free Phone (USA and Canada Only): (888) 526-5351
  • Direct Phone: (734) 975-3888
Contract Research Services

We offer you the deep and diverse knowledge of more than 100 in-house scientists and the expertise that comes from more than three decades of designing and developing the tools to advance biomedical research.

Cayman is know as a partner to scientists worldwide, responding to your needs with services in:

Cayman Chemical

1180 East Ellsworth Road

Ann Arbor, Michigan 48108 USA

JOIN OUR SOCIAL NETWORK!

Please wait...