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Chemical Compound Review:

PAI-1 3-oxo-N-(2-oxooxolan-3- yl)dodecanamide

Synonyms: PA Autoinducer, CHEMBL482476, CHEBI:29639, CPD-10783, AC1L2SRN, ...

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Disease relevance of Pseudomonas aeruginosa autoinducer

As shown in recombinant Escherichia coli, the Pseudomonas aeruginosa autoinducer (PAI) N-(3-oxododecanoyl)homoserine lactone, together with the lasR gene product, activate the P. aeruginosa lasB gene [1].
The Pseudomonas aeruginosa quorum-sensing molecule N-(3-oxododecanoyl)homoserine lactone contributes to virulence and induces inflammation in vivo [2].
Vibrio anguillarum, which causes terminal hemorrhagic septicemia in fish, was previously shown to possess a LuxRI-type quorum-sensing system (vanRI) and to produce N-(3-oxodecanoyl)homoserine lactone (3-oxo-C10-HSL) [3].

High impact information on Pseudomonas aeruginosa autoinducer

Azithromycin inhibits MUC5AC production induced by the Pseudomonas aeruginosa autoinducer N-(3-Oxododecanoyl) homoserine lactone in NCI-H292 Cells [4].
The Pseudomonas aeruginosa autoinducer N-3-oxododecanoyl homoserine lactone accelerates apoptosis in macrophages and neutrophils [5].
Furthermore, using liquid chromatography-mass spectrometry and thin layer chromatography, we confirmed the presence of N-hexanoylhomoserine lactone and N-(3-oxododecanoyl)homoserine lactone respectively in sputum samples from patients colonised by P. aeruginosa [6].
Apart from their role in signal transduction, certain quorum-sensing signal molecules, notably N-(3-oxododecanoyl)homoserine lactone, possess intrinsic pharmacological and immunomodulatory activities such that they may function as virulence determinants per se [7].

Analytical, diagnostic and therapeutic context of Pseudomonas aeruginosa autoinducer

Using AHL biosensors and mass spectrometry, we identified three additional AHLs synthesized via YenI: N-(3-oxodecanoyl)homoserine lactone, N-(3-oxododecanoyl)homoserine lactone (3-oxo-C12-HSL), and N-(3-oxotetradecanoyl)homoserine lactone [8].

References

A second N-acylhomoserine lactone signal produced by Pseudomonas aeruginosa. Pearson, J.P., Passador, L., Iglewski, B.H., Greenberg, E.P. Proc. Natl. Acad. Sci. U.S.A. (1995) [Pubmed]
The Pseudomonas aeruginosa quorum-sensing molecule N-(3-oxododecanoyl)homoserine lactone contributes to virulence and induces inflammation in vivo. Smith, R.S., Harris, S.G., Phipps, R., Iglewski, B. J. Bacteriol. (2002) [Pubmed]
The LuxM homologue VanM from Vibrio anguillarum directs the synthesis of N-(3-hydroxyhexanoyl)homoserine lactone and N-hexanoylhomoserine lactone. Milton, D.L., Chalker, V.J., Kirke, D., Hardman, A., Cámara, M., Williams, P. J. Bacteriol. (2001) [Pubmed]
Azithromycin inhibits MUC5AC production induced by the Pseudomonas aeruginosa autoinducer N-(3-Oxododecanoyl) homoserine lactone in NCI-H292 Cells. Imamura, Y., Yanagihara, K., Mizuta, Y., Seki, M., Ohno, H., Higashiyama, Y., Miyazaki, Y., Tsukamoto, K., Hirakata, Y., Tomono, K., Kadota, J., Kohno, S. Antimicrob. Agents Chemother. (2004) [Pubmed]
The Pseudomonas aeruginosa autoinducer N-3-oxododecanoyl homoserine lactone accelerates apoptosis in macrophages and neutrophils. Tateda, K., Ishii, Y., Horikawa, M., Matsumoto, T., Miyairi, S., Pechere, J.C., Standiford, T.J., Ishiguro, M., Yamaguchi, K. Infect. Immun. (2003) [Pubmed]
Direct detection of N-acylhomoserine lactones in cystic fibrosis sputum. Middleton, B., Rodgers, H.C., Cámara, M., Knox, A.J., Williams, P., Hardman, A. FEMS Microbiol. Lett. (2002) [Pubmed]
Quorum sensing and the regulation of virulence gene expression in pathogenic bacteria. Winzer, K., Williams, P. Int. J. Med. Microbiol. (2001) [Pubmed]
Quorum sensing in Yersinia enterocolitica controls swimming and swarming motility. Atkinson, S., Chang, C.Y., Sockett, R.E., Cámara, M., Williams, P. J. Bacteriol. (2006) [Pubmed]

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