N-(3-Oxohexanoyl)homoserine lactone

Names

[ Name ]:
N-(3-Oxohexanoyl)homoserine lactone

[Synonym ]:
3-Oxo-N-(2-oxotetrahydrofuran-3-yl)hexanamide
N-(3-Oxohexanoyl)homoserine lactone
N-(3-Oxohexanoyl)-3-aminodihydro-2(3H)-furanone
Hexanamide, 3-oxo-N-(tetrahydro-2-oxo-3-furanyl)-
3-Oxo-N-(tetrahydro-2-oxo-3-furanyl)hexanamide
3-Oxo-N-(2-oxotetrahydro-3-furanyl)hexanamide
N-(β-ketocaproyl)-DL-homoserine lactone
N-(BETA-KETOCAPROYL)-DL-HOMOSERINE LACTONE

Biological Activity

[Description]:

N-(β-ketocaproyl)-L-Homoserine lactone is a component of quorum regulatory sensing[1].

[Related Catalog]:

Research Areas >> Infection

Research Areas >> Inflammation/Immunology

Signaling Pathways >> Anti-infection >> Bacterial

[References]

[1]. Welch M, et al. N-acyl homoserine lactone binding to the CarR receptor determines quorum-sensing specificity in Erwinia. EMBO J. 2000 Feb 15;19(4):631-41.

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

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

Articles

Cell adhesion, ammonia removal and granulation of autotrophic nitrifying sludge facilitated by N-acyl-homoserine lactones.

Bioresour. Technol. 196 , 550-8, (2015)

In this study, six N-acyl-homoserine lactone (AHL) molecules (C6-HSL, C8-HSL, C10-HSL, 3-oxo-C6-HSL, 3-oxo-C8-HSL and 3-oxo-C10-HSL) were each dosed into a bioreactor and seeded using autotrophic nitr...

Evaluation of a focused library of N-aryl L-homoserine lactones reveals a new set of potent quorum sensing modulators.

Bioorg. Med. Chem. Lett. 18 , 5978-81, (2008)

A focused library of N-aryl l-homoserine lactones was designed around known lactone leads and evaluated for antagonistic and agonistic activity against quorum-sensing receptors in Agrobacterium tumefa...