19699

cis-2-Decenoic acid

Name: <I>cis</I>-2-Decenoic acid
Brand: SIGMA
Price: 206 EUR

≥95.0% (HPLC)

Synonyme(s) :

2-Decenoic acid, (2Z)-

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25 MG

206,00 €

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A propos de cet article

Formule empirique (notation de Hill) :

C₁₀H₁₈O₂

Numéro CAS:

15790-91-7

Poids moléculaire :

170.25

UNSPSC Code:

12352211

NACRES:

NA.25

PubChem Substance ID:

329751935

MDL number:

MFCD20543109

Beilstein/REAXYS Number:

1721990

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Nom du produit

cis-2-Decenoic acid, ≥95.0% (HPLC)

SMILES string

CCCCCCC\C=C/C(O)=O

InChI key

WXBXVVIUZANZAU-HJWRWDBZSA-N

InChI

1S/C10H18O2/c1-2-3-4-5-6-7-8-9-10(11)12/h8-9H,2-7H2,1H3,(H,11,12)/b9-8-

assay

≥95.0% (HPLC)
95.0-105.0% (T)

form

liquid

functional group

carboxylic acid

lipid type

unsaturated FAs

storage temp.

−20°C

Quality Level

100

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Cet article	C1875	I4386	75447
Sigma-Aldrich 19699 cis-2-Decenoic acid	Sigma-Aldrich C1875 Decanoic acid	Sigma-Aldrich I4386 Iodoacetic acid	Sigma-Aldrich 75447 2-Oxoadipic acid monosodium salt
assay ≥95.0% (HPLC), 95.0-105.0% (T)	assay ≥98.0%	assay ≥98.0% (T)	assay ≥95.0% (HPLC), ≥97.0% (T)
functional group carboxylic acid	functional group carboxylic acid	functional group -	functional group -
storage temp. −20°C	storage temp. room temp	storage temp. −20°C	storage temp. 2-8°C
form liquid	form crystals	form powder or flakes	form powder
Quality Level 100	Quality Level 200	Quality Level 200	Quality Level 100
lipid type unsaturated FAs	lipid type saturated FAs	lipid type -	lipid type saturated FAs

Application

cis-2-Decenoic acid may be used to study its cytotoxic effect on the human HepG2 cell line.[1] It has also been used to study its synergistic anti-spirochetal effect.[2]

Biochem/physiol Actions

cis-2-Decenoic acid is a fatty acid messenger (signaling molecule) produced by Pseudomonas aeruginosa.[3] It possesses anti-biofilm property[3] and converts most of the cells to planktonic (free-swimming) phenotype.[4] cis-2-Decenoic acid retains the susceptibility of the bacteria towards antimicrobial agents. It does not exhibit any toxicity towards human cells and thus, might be used for treating biofilm-associated infections. cis-2-Decenoic acid is considered active even in nano-molar ranges.[3] It mediates the transition of dormant P. aeruginosa and Escherichia coli to their biologically active state without affecting the number of cells. cis-2-Decenoic acid is effective against E. coli and Klebsiella pneumoniae mixed-species biofilms when used along with antimicrobial agents.[4]

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

pictograms

GHS07

signalword

Warning

hcodes

H315,H319,H412

pcodes

P264 - P273 - P280 - P302 + P352 - P305 + P351 + P338 - P332 + P313

Hazard Classifications

Aquatic Chronic 3 - Eye Irrit. 2 - Skin Irrit. 2

Classe de stockage

10 - Combustible liquids

wgk

WGK 1

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An Eco-Friendly Technique: Solvent-Free Microwave Synthesis and Docking Studies of Some New Pyridine Nucleosides and Their Pharmacological Significance.

Majed Alrobaian et al.

Molecules (Basel, Switzerland), 24(10) (2019-05-28)

Two series of novel 5-arylazo-3-cyano-2-(2″,3″,4″,6″-tetra-O-acetyl-β-d-galacto pyranosyloxy) pyridines and 3-cyano-2-(2″,3″,4″,6″-tetra-O-acetyl-β-d-galactopyranosyloxy) pyridines were synthesized in high yields utilizing a microwave-assisted synthesis tool guided by the principles of green chemistry. The chemical structures of the new substances were confirmed on the basis of

Tetradecanoic Acids With Anti-Virulence Properties Increase the Pathogenicity of Pseudomonas aeruginosa in a Murine Cutaneous Infection Model.

Martha María Juárez-Rodríguez et al.

Frontiers in cellular and infection microbiology, 10, 597517-597517 (2021-02-16)

Blocking virulence is a promising alternative to counteract Pseudomonas aeruginosa infections. In this regard, the phenomenon of cell-cell communication by quorum sensing (QS) is an important anti-virulence target. In this field, fatty acids (FA) have gained notoriety for their role

Linoleic acid inhibits Pseudomonas aeruginosa biofilm formation by activating diffusible signal factor-mediated quorum sensing.

Han-Shin Kim et al.

Biotechnology and bioengineering, 118(1), 82-93 (2020-09-04)

Bacterial biofilm formation causes serious problems in various fields of medical, clinical, and industrial settings. Antibiotics and biocide treatments are typical methods used to remove bacterial biofilms, but biofilms are difficult to remove effectively from surfaces due to their increased

Acyl Histidines: New N-Acyl Amides from Legionella pneumophila.

Thomas Tørring et al.

Chembiochem : a European journal of chemical biology, 18(7), 638-646 (2017-01-25)

Legionella pneumophila, the causative agent of Legionnaires' disease, is a Gram-negative gammaproteobacterial pathogen that infects and intracellularly replicates in human macrophages and a variety of protozoa. L. pneumophila encodes an orphan biosynthetic gene cluster (BGC) that contains isocyanide-associated biosynthetic genes and

A combination of cis-2-decenoic acid and chlorhexidine removes dental plaque.

Azadeh Rahmani-Badi et al.

Archives of oral biology, 60(11), 1655-1661 (2015-09-10)

To investigate the ability of cis-2-decenoic acid (C2DA) to induce dispersion in single-species biofilms formed by Streptococcus mutans and Candida albicans, as well as to remove their bacterial-fungal dual-species biofilms when combined with low concentrations of chlorhexidine (CHX). For biofilm

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