N-tridecanoyl-L-Homoserine lactone

N-tridecanoyl-L-Homoserine lactone
Item number Size Datasheet Manual SDS Delivery time Quantity Price
Cay13093-5 5 mg -

6 - 10 business days*

44.00€
Cay13093-10 10 mg -

6 - 10 business days*

84.00€
Cay13093-25 25 mg -

6 - 10 business days*

198.00€
Cay13093-50 50 mg -

6 - 10 business days*

329.00€
 
Quorum sensing is a regulatory system used by bacteria for controlling gene expression in... more
Product information "N-tridecanoyl-L-Homoserine lactone"
Quorum sensing is a regulatory system used by bacteria for controlling gene expression in response to increasing cell density. This regulatory process manifests itself with a variety of phenotypes including biofilm formation and virulence factor production. Coordinated gene expression is achieved by the production, release, and detection of small diffusible signal molecules called autoinducers. The N-acylated homoserine lactones (AHLs) comprise one such class of autoinducers, each of which generally consists of a fatty acid coupled with homoserine lactone (HSL). Regulation of bacterial quorum sensing signaling systems to inhibit pathogenesis represents a new approach to antimicrobial therapy in the treatment of infectious diseases. AHLs vary in acyl group length (C4-C18), in the substitution of C3 (hydrogen, hydroxyl, or oxo group), and in the presence or absence of one or more carbon-carbon double bonds in the fatty acid chain. These differences confer signal specificity through the affinity of transcriptional regulators of the LuxR family. N-tridecanoyl-L-Homoserine lactone (C13-HSL) possesses a rare odd-numbered acyl carbon chain and is produced by wild-type and mutant strains of Y. pseudotuberculosis in trace amounts. Formal Name: N-[(3S)-tetrahydro-2-oxo-3-furanyl]-tridecanamide. CAS Number: 878627-21-5. Synonyms: C13-HSL. Molecular Formula: C17H31NO3. Formula Weight: 297.4. Purity: >98%. Formulation: A crystalline solid. Solubility: DMF: 0.25 mg/ml. SMILES: CCCCCCCCCCCCC(=O)N[C@H]1CCOC1=O. InChi Code: InChI=1S/C12H15NO3.ClH/c1-3-9(13-2)12(14)8-4-5-10-11(6-8)16-7-15-10,/h4-6,9,13H,3,7H2,1-2H3,1H. InChi Key: KCJFEZQEDOBEOT-UHFFFAOYSA-N.
Keywords: C13-HSL, N-[(3S)-tetrahydro-2-oxo-3-furanyl]-tridecanamide
Supplier: Cayman Chemical
Supplier-Nr: 13093

Properties

Application: Bioactive lipid assays
MW: 297.4 D
Formula: C17H31NO3
Purity: >98%
Format: Crystalline Solid

Database Information

CAS : 878627-21-5| Find alternatives

Handling & Safety

Storage: -20°C
Shipping: +20°C (International: -20°C)
Caution
Our products are for laboratory research use only: Not for administration to humans!
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