N-cis-octadec-9Z-enoyl-L-Homoserine lactone Exclusive

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N-cis-octadec-9Z-enoyl-L-Homoserine lactone Exclusive Basic information
Product Name:N-cis-octadec-9Z-enoyl-L-Homoserine lactone Exclusive
Synonyms:N-cis-octadec-9Z-enoyl-L-Homoserine lactone Exclusive;(Z)-N-[(3S)-2-oxooxolan-3-yl]octadec-9-enamide;N-cis-octadec-9-enoyl-L-Homoserine lactone;9-Octadecenamide, N-[(3S)-tetrahydro-2-oxo-3-furanyl]-, (9Z)-
CAS:1400974-23-3
MF:C22H39NO3
MW:365.55
EINECS:
Product Categories:
Mol File:1400974-23-3.mol
N-cis-octadec-9Z-enoyl-L-Homoserine lactone Exclusive Structure
N-cis-octadec-9Z-enoyl-L-Homoserine lactone Exclusive Chemical Properties
Boiling point 559.9±49.0 °C(Predicted)
density 0.98±0.1 g/cm3(Predicted)
storage temp. Store at -20°C
solubility DMF: 20 mg/ml; DMSO: 20 mg/ml; DMSO:PBS(pH7.2) 1:1: 0.5 mg/ml
form A crystalline solid
pka14.70±0.20(Predicted)
Safety Information
MSDS Information
N-cis-octadec-9Z-enoyl-L-Homoserine lactone Exclusive Usage And Synthesis
DescriptionQuorum sensing is a regulatory process 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). 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. C18:1-Δ9 cis-(L)-HSL is a long-chain AHL that may have antimicrobial activity and thus, might be used to inhibit pathogenesis by regulating bacerial quorum sensing signaling.
UsesN-cis-octadec-9Z-enoyl-L-Homoserine lactone is a potent inhibitor of AhyI. AhyI (expressing acylhomoserine lactone) is responsible for the biosynthesis of autoinducer-1 (AI-1), commonly referred to as a quorum sensing (QS) signaling molecule, which plays an essential role in bacterial communication. N-cis-octadec-9Z-enoyl-L-Homoserine lactone is a competitive inhibitor of AI-1 biosynthesis[1].
References[1] Ali F, et al. In silico analysis of AhyI protein and AI-1 inhibition using N-cis-octadec-9z-enoyl-l-homoserine lactone inhibitor in Aeromonas hydrophila. Microb Pathog. 2022;162:105356. DOI:10.1016/j.micpath.2021.105356
N-cis-octadec-9Z-enoyl-L-Homoserine lactone Exclusive Preparation Products And Raw materials
Tag:N-cis-octadec-9Z-enoyl-L-Homoserine lactone Exclusive(1400974-23-3) Related Product Information
5-Dodecenamide, N-[(3S)-tetrahydro-2-oxo-3-furanyl]-, (5Z)- (Z)-N-[(3S)-2-oxooxolan-3-yl]tetradec-9-enamide (Z)-3-oxo-N-[(3S)-2-oxooxolan-3-yl]hexadec-11-enamide C16-HSL N-3-oxo-tetradec-7(Z)-enoyl-L-Homoserine lactone Adenosine triphosphate