(Z)-3-oxo-N-[(3S)-2-oxooxolan-3-yl]hexadec-11-enamide

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(Z)-3-oxo-N-[(3S)-2-oxooxolan-3-yl]hexadec-11-enamide manufacturers

  • 3-Oxo-C16:1
  • 3-Oxo-C16:1 pictures
  • $108.00
  • 2026-07-17
  • CAS:1269663-80-0
  • Purity:
  • Supply Ability: 10g
(Z)-3-oxo-N-[(3S)-2-oxooxolan-3-yl]hexadec-11-enamide Basic information
Product Name:(Z)-3-oxo-N-[(3S)-2-oxooxolan-3-yl]hexadec-11-enamide
Synonyms:(Z)-3-oxo-N-[(3S)-2-oxooxolan-3-yl]hexadec-11-enamide;11-Hexadecenamide, 3-oxo-N-[(3S)-tetrahydro-2-oxo-3-furanyl]-, (11Z)-;3-oxo-N-[(3S)-tetrahydro-2-oxo-3-furanyl]-(11Z)-hexadecenamide;3-Oxo-C16:1
CAS:1269663-80-0
MF:C20H33NO4
MW:351.48
EINECS:
Product Categories:
Mol File:1269663-80-0.mol
(Z)-3-oxo-N-[(3S)-2-oxooxolan-3-yl]hexadec-11-enamide Structure
(Z)-3-oxo-N-[(3S)-2-oxooxolan-3-yl]hexadec-11-enamide Chemical Properties
Boiling point 584.4±50.0 °C(Predicted)
density 1.04±0.1 g/cm3(Predicted)
storage temp. Store at -20°C
solubility DMF: 30 mg/ml; DMSO: 30 mg/ml
pka11.21±0.46(Predicted)
Safety Information
MSDS Information
(Z)-3-oxo-N-[(3S)-2-oxooxolan-3-yl]hexadec-11-enamide Usage And Synthesis
DescriptionQuorum 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. 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.
Uses3-Oxo-C16:1 could induce changes in root protein production in the model legume Medicago truncatula. 3-Oxo-C16:1 is an unsaturated 16-carbon AHL utilized by species such as S. meliloti and Agrobacterium vitus[1].
DefinitionChEBI: N-3-oxo-hexadec-11(Z)-enoyl-L-Homoserine lactone is a N-acyl-amino acid.
References[1] Andrew G Palmer, Plant responses to bacterial N-acyl L-homoserine lactones are dependent on enzymatic degradation to L-homoserine. ACS Chem Biol. 2014 Aug 15;9(8):1834-45. DOI:10.1021/cb500191a
(Z)-3-oxo-N-[(3S)-2-oxooxolan-3-yl]hexadec-11-enamide Preparation Products And Raw materials
Tag:(Z)-3-oxo-N-[(3S)-2-oxooxolan-3-yl]hexadec-11-enamide(1269663-80-0) Related Product Information
5-Dodecenamide, N-[(3S)-tetrahydro-2-oxo-3-furanyl]-, (5Z)- N-cis-octadec-9Z-enoyl-L-Homoserine lactone Exclusive (Z)-N-[(3S)-2-oxooxolan-3-yl]tetradec-9-enamide C16-HSL N-3-oxo-tetradec-7(Z)-enoyl-L-Homoserine lactone