DDHL Chemical Properties

Melting point:

128 °C(Solv: ethyl acetate (141-78-6))

Boiling point:

485.8±34.0 °C(Predicted)

Density 

1.00±0.1 g/cm3(Predicted)

storage temp. 

-20°C

solubility 

Chloroform: 10 mg/ml; DMF: 1 mg/ml; DMSO: 1 mg/ml

form 

A crystalline solid

pka

14.71±0.20(Predicted)

color 

White to off-white

optical activity

[α]/D -25±5°, c = 0.2 in methanol

BRN 

9281984

Safety Information

Risk Statements 

53

WGK Germany 

3

DDHL Usage And Synthesis

Uses

Dodecanoyl-L-homoserine lactone is an active quorum sensing modulator first recognised in Sinorhizobium meliloti. N-Acylhomoserine lactones have been detected in hundreds of bacterial species and, while the homologues vary between species and strains, the homoserine lactones are the major chemical modulators of within and between cell communication and regulation. The most significant variable defining the function of the homoserine lactone is the length of the acyl chain, with shorter chains displaying opposing actions to the longer chains.

Uses

Dodecanoyl-L-homoserine lactone is a modulator of cell communication and regulation.

Uses

Dodecanoyl-L-homoserine lactone was confirmed to be an active quorum sensing modulator first recognised in Sinorhizobium meliloti. N-Acylhomoserine lactones have been detected in hundreds of bacterial species and, while the homologues vary between species and strains, the homoserine lactones are the major chemical modulators of within and between cell communication and regulation. The most significant variable defining the function of the homoserine lactone is the length of the acyl chain, with shorter chains displaying opposing actions to the longer chains.

Definition

ChEBI: An N-acyl-L-homoserine lactone having dodecanoyl as the acyl substituent.

Biochem/physiol Actions

N-Dodecanoyl-L-homoserine lactone is a member of N-acyl-homoserine lactone family. N-Acylhomoserine lactones (AHL) regulate gene expression in gram-negative bacteria, such as Echerichia and Salmonella, and are involved in quorum sensing, cell to cell communication among bacteria; for reviews see. Bacterial intercellular communication has become a target for the development of new anti-virulence drugs, and a research focus for the prevention of biofilm formation.

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