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Merck

94398

Sigma-Aldrich

2-Heptyl-3-hydroxy-4(1H)-quinolone

≥96.0% (HPLC)

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About This Item

Fórmula empírica (notación de Hill):
C16H21NO2
Número de CAS:
Peso molecular:
259.34
Número MDL:
Código UNSPSC:
12352005
ID de la sustancia en PubChem:
NACRES:
NA.25

Nivel de calidad

Análisis

≥96.0% (HPLC)

formulario

powder

temp. de almacenamiento

−20°C

cadena SMILES

CCCCCCCC1=C(O)C(=O)c2ccccc2N1

InChI

1S/C16H21NO2/c1-2-3-4-5-6-11-14-16(19)15(18)12-9-7-8-10-13(12)17-14/h7-10,19H,2-6,11H2,1H3,(H,17,18)

Clave InChI

CEIUIHOQDSVZJQ-UHFFFAOYSA-N

Descripción general

2-heptyl-3-hydroxy-4-quinolone can function as an intercellular signal.

Aplicación

Quorum sensing is a signaling system used by bacteria to coordinate activity based upon their population density. The system involves the exchange of signaling molecules among bacteria via cell receptors. Heptyl-3-hydroxy-4(1H)-quinolone (PQS) is a quorum sensing-regulated virulence factor used to induce and study the regulation of virulence genes such as those involved in iron scavenging.

Envase

Bottomless glass bottle. Contents are inside inserted fused cone.

Frases de peligro

Clasificaciones de peligro

Aquatic Chronic 4

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable


Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Doreen S W Hooi et al.
Infection and immunity, 72(11), 6463-6470 (2004-10-27)
Pseudomonas aeruginosa releases a spectrum of well-regulated virulence factors, controlled by intercellular communication (quorum sensing) and mediated through the production of small diffusible quorum-sensing signal molecules (QSSM). We hypothesize that QSSM may in fact serve a dual purpose, also allowing
Stephen P Diggle et al.
Chemistry & biology, 14(1), 87-96 (2007-01-27)
Pseudomonas aeruginosa produces 2-heptyl-3-hydroxy-4(1H)-quinolone (PQS), a quorum-sensing (QS) signal that regulates numerous virulence genes including those involved in iron scavenging. Biophysical analysis revealed that 2-alkyl-3-hydroxy-4-quinolones form complexes with iron(III) at physiological pH. The overall stability constant of 2-methyl-3-hydroxy-4-quinolone iron(III) complex
E C Pesci et al.
Proceedings of the National Academy of Sciences of the United States of America, 96(20), 11229-11234 (1999-09-29)
Numerous species of bacteria use an elegant regulatory mechanism known as quorum sensing to control the expression of specific genes in a cell-density dependent manner. In Gram-negative bacteria, quorum sensing systems function through a cell-to-cell signal molecule (autoinducer) that consists
Jintae Lee et al.
Microbial biotechnology, 2(1), 75-90 (2009-01-01)
Indole is an extracellular biofilm signal for Escherichia coli, and many bacterial oxygenases readily convert indole to various oxidized compounds including 7-hydroxyindole (7HI). Here we investigate the impact of indole and 7HI on Pseudomonas aeruginosa PAO1 virulence and quorum sensing
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FEMS microbiology letters, 329(1), 36-44 (2012-01-19)
The emergence of antibiotic resistance has necessitated new therapeutic approaches for combating persistent bacterial infection. An alternative approach is regulation of bacterial virulence instead of growth suppression, which can readily lead to drug resistance. The virulence of the opportunistic human

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