147852-84-4 Usage
Uses
Octanoyl-L-homoserine lactone is an active quorum sensing modulator first recognised in Yersinia pseudotuberculosis. Octanoyl-L-homoserine lactone and other 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.
General Description
N-Octanoyl-L-homoserine lactone (C8-HSL) is a N-acyl homoserine lactone (N-acyl-HSL). It is highly nonpolar.
Biochem/physiol Actions
N-Octanoyl-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, colonization, chemical defense and cell to cell communication among bacteria; for reviews see. AHLs are released as oligopeptides in Gram positive bacteria and as quorum signal in Gram negative bacteria. 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.
Check Digit Verification of cas no
The CAS Registry Mumber 147852-84-4 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,4,7,8,5 and 2 respectively; the second part has 2 digits, 8 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 147852-84:
(8*1)+(7*4)+(6*7)+(5*8)+(4*5)+(3*2)+(2*8)+(1*4)=164
164 % 10 = 4
So 147852-84-4 is a valid CAS Registry Number.
147852-84-4Relevant articles and documents
Synthesis and biological evaluation of new N-acyl-homoserine-lactone analogues, based on triazole and tetrazole scaffolds, acting as LuxR-dependent quorum sensing modulators
Sabbah, Mohamad,Fontaine, Fanny,Grand, Lucie,Boukraa, Mohamed,Efrit, Mohamed L.,Doutheau, Alain,Soulere, Laurent,Queneau, Yves
scheme or table, p. 4727 - 4736 (2012/08/29)
New analogues of N-acyl-homoserine-lactone (AHL), in which the amide was replaced by a triazole or tetrazole ring, were prepared and tested for their activity as LuxR-dependent QS modulators. Several compounds showed a level of antagonistic or agonistic activity, notably some 1,4-triazolic and 1,5-tetrazolic derivatives, whereas the 2,5-tetrazolic compounds were inactive. In 1,5-tetrazoles, substituted with butyrolactone and an alkyl chain, the activity was reversed, depending on the connection between the lactone and the tetrazole. The C-N connected compounds were agonists whereas the C-C connected ones were antagonists.
