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SML0747

Sigma-Aldrich

HHQ

≥98% (HPLC)

Synonym(s):

2-Heptyl-4-quinolone

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About This Item

Empirical Formula (Hill Notation):
C16H21NO
CAS Number:
Molecular Weight:
243.34
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

Assay

≥98% (HPLC)

form

powder

storage condition

protect from light

color

white to beige

solubility

DMSO: 5 mg/mL, clear

storage temp.

2-8°C

InChI

1S/C16H21NO/c1-2-3-4-5-6-9-13-12-16(18)14-10-7-8-11-15(14)17-13/h7-8,10-12H,2-6,9H2,1H3,(H,17,18)

InChI key

UYRHHBXYXSYGHA-UHFFFAOYSA-N

General description

HHQ belongs to 2-alkyl-4-quinolone compounds, which are lipophilic and are slightly soluble in water.

Biochem/physiol Actions

HHQ or 2-Heptyl-4-quinolone is a modulator of swarm motility. HHQ can be converted to PQS (Pseudomonas quinolone signal) by the PqsH protein.
HHQ stimulates vesicle formation but not as much as PQS.

Other Notes

Light sensitive

Storage Class Code

11 - Combustible Solids

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’.

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The Pseudomonas aeruginosa 4-quinolone signal molecules HHQ and PQS play multifunctional roles in quorum sensing and iron entrapment.
Diggle S P, et al.
Chemistry & Biology, 14(1), 87-96 (2007)
Pseudomonas: Volume 6: Molecular Microbiology, Infection and Biodiversity. (2010)
Jennifer R Klaus et al.
Applied and environmental microbiology, 86(24) (2020-10-04)
The bacterium Burkholderia thailandensis produces an arsenal of secondary metabolites that have diverse structures and roles in the ecology of this soil-dwelling bacterium. In coculture experiments, B. thailandensis strain E264 secretes an antimicrobial that nearly eliminates another soil bacterium, Bacillus

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