N-(β-ketocaproyl)-L-Homoserine lactone – 5 mg

Brand:
Cayman
CAS:
143537-62-6
Storage:
-20
UN-No:
Non-Hazardous - /

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} In one of the most-studied quorum-sensing systems in gram-negative bacteria, the LuxI AHL synthase catalyzes the production of N-(β-ketocaproyl)-L-homoserine lactone utilizing S-adenosylmethionine and hexanoyl-acyl carrier protein as reaction substrates in the marine bioluminescence bacterium V. fischeri.{16881} At increased populations of the bacteria, localized higher concentrations of 3-O-C6-HSL, an endogenous ligand to transcriptional factor LuxR, leads to increased production of both the AHL synthase and proteins responsible for bioluminescence.{15370} Numerous other species of bacteria also employ N-(β-ketocaproyl)-L-homoserine lactone in cell-to-cell communication.{16800,15932,16767,15399}  

 

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SKU: 10011207 - 5 mg Category:

Description

A HSL compound produced in the marine bioluminescence bacterium V. fischeri


Formal name: 3-oxo-N-[(3S)-tetrahydro-2-oxo-3-furanyl]-hexanamide

Synonyms:  3-O-C6-(L)-HSL

Molecular weight: 213.2

CAS: 143537-62-6

Purity: ≥95%

Formulation: A crystalline solid


Product Type|Biochemicals|Homoserine Lactones||Research Area|Immunology & Inflammation||Research Area|Infectious Disease|Bacterial Diseases||Research Area|Infectious Disease|Quorum Sensing