N-(Ketocaproyl)-D,L-homoserine lactone

Modify Date: 2024-01-06 23:12:22

N-(Ketocaproyl)-D,L-homoserine lactone Structure
N-(Ketocaproyl)-D,L-homoserine lactone structure
Common Name N-(Ketocaproyl)-D,L-homoserine lactone
CAS Number 76924-95-3 Molecular Weight 213.230
Density 1.2±0.1 g/cm3 Boiling Point 482.9±45.0 °C at 760 mmHg
Molecular Formula C10H15NO4 Melting Point N/A
MSDS USA Flash Point 245.9±28.7 °C

 Use of N-(Ketocaproyl)-D,L-homoserine lactone


N-(Ketocaproyl)-D,L-homoserine lactone is a natural, very active ligand of LuxR. N-(Ketocaproyl)-D,L-homoserine lactone is a quorum sensing (QS) autoinducer[1].

 Names

Name N-(3-oxohexanoyl)homoserine lactone
Synonym More Synonyms

 N-(Ketocaproyl)-D,L-homoserine lactone Biological Activity

Description N-(Ketocaproyl)-D,L-homoserine lactone is a natural, very active ligand of LuxR. N-(Ketocaproyl)-D,L-homoserine lactone is a quorum sensing (QS) autoinducer[1].
Related Catalog
In Vitro N-(Ketocaproyl)-D,L-homoserine lactone is a natural ligand of Vibrio fischeri as L and D isomers[1].
References

[1]. Li SZ, et al. Influence of the d/l configuration of N-acyl-homoserine lactones (AHLs) and analogues on their Lux-R dependent quorum sensing activity. Bioorg Chem. 2018 Apr;77:215-222.

 Chemical & Physical Properties

Density 1.2±0.1 g/cm3
Boiling Point 482.9±45.0 °C at 760 mmHg
Molecular Formula C10H15NO4
Molecular Weight 213.230
Flash Point 245.9±28.7 °C
Exact Mass 213.100113
PSA 72.47000
LogP -1.17
Vapour Pressure 0.0±1.2 mmHg at 25°C
Index of Refraction 1.486
Storage condition −20°C

 Safety Information

Personal Protective Equipment Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
RIDADR NONH for all modes of transport
WGK Germany 3

 Articles26

More Articles
Substrate specificity and function of the pheromone receptor AinR in Vibrio fischeri ES114.

J. Bacteriol. 195(22) , 5223-32, (2013)

Two distinct but interrelated pheromone-signaling systems, LuxI/LuxR and AinS/AinR, positively control bioluminescence in Vibrio fischeri. Although each system generates an acyl-homoserine lactone (AH...

Attenuation of Vibrio fischeri quorum sensing using rationally designed polymers.

Biomacromolecules 11(4) , 975-80, (2010)

A first attempt to attenuate the quorum sensing (QS) of a marine heterotroph microorganism, Vibrio fischeri , using signal molecule-sequestering polymers (SSPs) is presented. A set of rationally desig...

The crystal structure of the Escherichia coli autoinducer-2 processing protein LsrF.

PLoS ONE 4(8) , e6820, (2009)

Many bacteria produce and respond to the quorum sensing signal autoinducer-2 (AI-2). Escherichia coli and Salmonella typhimurium are among the species with the lsr operon, an operon containing AI-2 tr...

 Synonyms

n-(ketocaproyl)-d,l-homoserine lactone
N-(3-oxohexanoyl)-L-homoserine lactone
Hexanamide, 3-oxo-N-[(3S)-tetrahydro-2-oxo-3-furanyl]-
3-Oxo-N-[(3S)-2-oxotetrahydro-3-furanyl]hexanamide