94398
2-Heptyl-3-hydroxy-4(1H)-quinolone
≥96.0% (HPLC)
Sign Into View Organizational & Contract Pricing
All Photos(1)
Empirical Formula (Hill Notation):
C16H21NO2
CAS Number:
Molecular Weight:
259.34
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.25
Recommended Products
Quality Level
Assay
≥96.0% (HPLC)
form
powder
storage temp.
−20°C
SMILES string
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)
InChI key
CEIUIHOQDSVZJQ-UHFFFAOYSA-N
General description
2-heptyl-3-hydroxy-4-quinolone can function as an intercellular signal.
Application
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.
Packaging
Bottomless glass bottle. Contents are inside inserted fused cone.
Hazard Statements
Hazard Classifications
Aquatic Chronic 4
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Certificates of Analysis (COA)
Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.
Already Own This Product?
Find documentation for the products that you have recently purchased in the Document Library.
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
Monique Donnert et al.
PLoS pathogens, 16(12), e1009126-e1009126 (2020-12-23)
Embedded in an extracellular matrix, biofilm-residing bacteria are protected from diverse physicochemical insults. In accordance, in the human host the general recalcitrance of biofilm-grown bacteria hinders successful eradication of chronic, biofilm-associated infections. In this study, we demonstrate that upon addition
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
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
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
Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.
Contact Technical Service