N-Hexanoyl-DL-homoserine lactone

Names

[ Name ]:
N-Hexanoyl-DL-homoserine lactone

[Synonym ]:
N-Hexanoyl-DL-homoserine lactone
N-Caproyl-DL-homoserine lactone
1-hexanoyl-azepan-2-one
3-hexanoylamino-dihydro-furan-2-one
2H-Azepin-2-one,hexahydro-1-(1-oxohexyl)
hexanoyl-homoserine lactone
(+/-)-N-hexanoyl-homoserine lactone

Biological Activity

[Description]:

N-Hexanoyl-DL-homoserine lactone is a bacterial quorum sensing molecule produced in the rhizosphere. N-Hexanoyl-DL-homoserine lactone, a bacterial quorum sensing signal, induces transcriptional changes in Arabidopsis and may contribute to tuning plant growth to the microbial composition of the rhizosphere[1].

[Related Catalog]:

Research Areas >> Infection

Signaling Pathways >> Anti-infection >> Bacterial

[References]

[1]. von Rad U, et al. Response of Arabidopsis thaliana to N-hexanoyl-DL-homoserine-lactone, a bacterial quorum sensing molecule produced in the rhizosphere. Planta. 2008;229(1):73-85.

Chemical & Physical Properties

[ Melting Point ]:
101-106 °C

[ Molecular Formula ]:
C₁₀H₁₇NO₃

[ Molecular Weight ]:
199.24700

[ Exact Mass ]:
199.12100

[ PSA ]:
58.89000

[ LogP ]:
1.83870

[ Storage condition ]:
2-8°C

MSDS

Click to get detail MSDS

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Safety Phrases ]:
24/25

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ HS Code ]:
2932209090

Customs

[ HS Code ]: 2932209090

[ Summary ]:
2932209090. other lactones. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Articles

Quorum sensing and Chromobacterium violaceum: exploitation of violacein production and inhibition for the detection of N-acylhomoserine lactones.

Microbiology 143 , 3703, (1997)

Quorum sensing relies upon the interaction of a diffusible signal molecule with a transcriptional activator protein to couple gene expression with cell population density. In Gram-negative bacteria, s...

Detection of acyl-homoserine lactones by Escherichia and Salmonella.

Curr. Opin. Microbiol. 14 , 188-193, (2011)

Escherichia and Salmonella do not synthesize quorum-sensing signaling molecules of the N-acyl-l-homoserine lactone (AHL) type but they can detect AHLs produced by other species of bacteria. AHLs are p...

N-acyl homoserinelactone-mediated gene regulation in gram-negative bacteria.

Syst. Appl. Microbiol. 22 , 493-506, (1999)

The view of bacteria as unicellular organisms has strong roots in the tradition of culturing bacteria in liquid media. However, in nature microbial activity is mainly associated with surfaces where ba...