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Merck

19699

Sigma-Aldrich

cis-2-Decenoic acid

≥95.0% (HPLC)

Sinónimos:

2-Decenoic acid, (2Z)-

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About This Item

Fórmula empírica (notación de Hill):
C10H18O2
Número de CAS:
Peso molecular:
170.25
Beilstein:
1721990
Número MDL:
Código UNSPSC:
12352211
ID de la sustancia en PubChem:
NACRES:
NA.25

Nivel de calidad

Ensayo

≥95.0% (HPLC)
95.0-105.0% (T)

Formulario

liquid

grupo funcional

carboxylic acid

tipo de lípido

unsaturated FAs

temp. de almacenamiento

−20°C

cadena SMILES

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

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-

Clave InChI

WXBXVVIUZANZAU-HJWRWDBZSA-N

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Aplicación

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

Acciones bioquímicas o fisiológicas

cis-2-Decenoic acid is a fatty acid messenger (signaling molecule) produced by Pseudomonas aeruginosa. It possesses anti-biofilm property and converts most of the cells to planktonic (free-swimming) phenotype. 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. 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.

Envase

Bottomless glass bottle. Contents are inside inserted fused cone.

Pictogramas

Exclamation mark

Palabra de señalización

Warning

Frases de peligro

Clasificaciones de peligro

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

Código de clase de almacenamiento

10 - Combustible liquids

Clase de riesgo para el agua (WGK)

WGK 1


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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
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
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
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
A Goc et al.
Journal of applied microbiology, 123(3), 637-650 (2017-06-24)
Borrelia sp., a causative pathogenic factor of Lyme disease (LD), has become a major public health threat. Current treatments based on antibiotics often lead to relapse after their withdrawal. Naturally derived substances that could work synergistically to display higher efficacy

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