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N-3-oxo-hexadec-11(Z)-enoyl-L-Homoserine lactone

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    N-<wbr/>3-<wbr/>oxo-<wbr/>hexadec-<wbr/>11(Z)-<wbr/>enoyl-<wbr/>L-<wbr/>Homoserine lactone
  • N-<wbr/>3-<wbr/>oxo-<wbr/>hexadec-<wbr/>11(Z)-<wbr/>enoyl-<wbr/>L-<wbr/>Homoserine lactone
Cat No: 10011238
Biochemicals - Homoserine Lactones
Cayman
€30.00
Price is excluding VAT and does not include packaging neither shipping

Quorum sensing is a regulatory system used by bacteria for controlling gene expression in response to increasing cell density.{15370} This regulatory process manifests itself with a variety of phenotypes including biofilm formation and virulence factor...

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This product can only be bought through Cayman Chemical. Please contact us.

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Territorial Availability: Available through Bertin Pharma only in Europe
Synonyms:
  • 3-oxo-N-[(3S)-tetrahydro-2-oxo-3-furanyl]-(11Z)-hexadecenamide
Correlated keywords:
  • 3-O-C16:1-Δ11cis-(L)-HSL AHL quorum sensing signaling autoinducers bacteria Agrobacterium vitis signalling signals HSLs
Product Overview:
Quorum sensing is a regulatory system used by bacteria for controlling gene expression in response to increasing cell density.{15370} This regulatory process manifests itself with a variety of phenotypes including biofilm formation and virulence factor production.{13434} 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.{15369} 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.{15398} An unspecified positional and geometric isomer of 3-oxo-C16:1-(L)-HSL is produced by the F2/5 strain of A. vitis, the bacterium responsible for grape crown gall and its resulting loss of agricultural productivity.{15400}
Size 1 mg
Shipping dry ice
Stability Store at -20 degrees; shelf life 365 days
CAS Number 1269663-80-0
Molecular Formula C20H33NO4
SMILES O=C1[C@@H](NC(CC(CCCCCCC/C=C\CCCC)=O)=O)CCO1
Molecular Weight 351,5
Formulation A solution in acetonitrile
Purity ≥98%
Custom Code 2932.20
UNSPSC code 12352100

Cayman Chemical's mission is to help make research possible by supplying scientists worldwide with the basic research tools necessary for advancing human and animal health. Our utmost commitment to healthcare researchers is to offer the highest quality products with an affordable pricing policy.

Our scientists are experts in the synthesis, purification, and characterization of biochemicals ranging from small drug-like heterocycles to complex biolipids, fatty acids, and many others. We are also highly skilled in all aspects of assay and antibody development, protein expression, crystallization, and structure determination.

Over the past thirty years, Cayman developed a deep knowledge base in lipid biochemistry, including research involving the arachidonic acid cascade, inositol phosphates, and cannabinoids. This knowledge enabled the production of reagents of exceptional quality for cancer, oxidative injury, epigenetics, neuroscience, inflammation, metabolism, and many additional lines of research.

Our organic and analytical chemists specialize in the rapid development of manufacturing processes and analytical methods to carry out clinical and commercial GMP-API production. Pre-clinical drug discovery efforts are currently underway in the areas of bone restoration and repair, muscular dystrophy, oncology, and inflammation. A separate group of Ph.D.-level scientists are dedicated to offering Hit-to-Lead Discovery and Profiling Services for epigenetic targets. Our knowledgeable chemists can be contracted to perform complete sample analysis for analytes measured by the majority of our assays. We also offer a wide range of analytical services using LC-MS/MS, HPLC, GC, and many other techniques.

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Cayman is a leader in the field of emerging drugs of abuse, providing high-purity Schedule I-V Controlled Substances to federally-licensed laboratories and qualified academic research institutions for forensic analyses. We are certified by ACLASS Accreditation Services with dual accreditation to ISO/IEC 17025:2005 and ISO Guide 34:2009.

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