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N-butyryl-L-Homoserine lactone Sale

(Synonyms: N-[(3S)-四氢-2-氧代-3-呋喃基]丁酰胺,C4-HSL) 目录号 : GC19519

A bacterial quorum-sensing signaling molecule

N-butyryl-L-Homoserine lactone Chemical Structure

Cas No.:67605-85-0

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产品描述

Quorum sensing is a regulatory system used by bacteria for controlling gene expression in response to increasing cell density. Controlling bacterial infections by quenching their quorum sensing systems is a promising field of study. The expression of specific target genes, such as transcriptional regulators belonging to the LuxIR family of proteins, is coordinated by synthesis of diffusible acylhomoserine lactone (AHL) molecules. N-butyryl-L-Homoserine lactone is a small diffusible signaling molecule involved in quorum sensing, controlling gene expression, and cellular metabolism.[1] The diverse applications of this molecule include regulation of virulence in general, infection prevention, and formation of biofilms.[2],[3],[4],[5],[6],[7]

Reference:
[1]. Gould, T.A., Herman, J., Krank, J., et al. Specificity of acyl-homoserine lactone syntheses examined by mass spectrometry Journal of Bacteriology 188(2), 773-783 (2006).
[2]. Henke, J.M., and Bassler, B.L. Bacterial social engagements Trends in Cell Biology 14(11), 648-656 (2004).
[3]. Diggle, S.P., Winzer, K., Lazdunski, A., et al. Advancing the quorum in pseudomonas aeruginosa: MvaT and the regulation of n-acylhomoserine lactone production and virulence gene expression Journal of Bacteriology 184(10), 2576-2586 (2002).
[4]. Pessi, G., Williams, F., Hindle, Z., et al. The global posttranscriptional regulator RsmA modulates production of virulence determinants and N-acylhomoserine lactones in pseudomonas aeruginosa Journal of Bacteriology 183(22), 6676-6683 (2001).
[5]. Hoang, T.T., and Schweizer, H.P. Characterization of pseudomonas aeruginosa enoyl-acyl carrier protein reductase (FabI): A target for the antimicrobial triclosan and its role in acylated homoserine lactone synthesis Journal of Bacteriology 181(17), 5489-5497 (1999).
[6]. Morohoshi, T., Inaba, T., Kato, N., et al. Identification of quorum-sensing signal molecules and the LuxRI homologs in fish pathogen edwardsiella tarda Journal of Bioscience and Bioengineering 98(4), 274-281 (2004).
[7]. Luo, Z.Q., Su, S., and Farrand, S.K. In situ activation of the quorum-sensing transcription factor TraR by cognate and noncognate acyl-homoserine lactone ligands: Kinetics and consequences Journal of Bacteriology 186(19), 5665-5672 (2003).

Chemical Properties

Cas No. 67605-85-0 SDF
别名 N-[(3S)-四氢-2-氧代-3-呋喃基]丁酰胺,C4-HSL
化学名 N-[(3S)-tetrahydro-2-oxo-3-furanyl]-butanamide
Canonical SMILES CCCC(=O)N[C@H]1CCOC1=O
分子式 C8H13NO3 分子量 171.2
溶解度 DMF: 30 mg/ml,DMSO: 30 mg/ml,Ethanol: 30 mg/ml,PBS (pH 7.2): 10 mg/ml 储存条件 Store at -20°C
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储备液的保存方式和期限:-80°C 储存时,请在 6 个月内使用,-20°C 储存时,请在 1 个月内使用。
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溶解性数据

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1 mM 5.8411 mL 29.2056 mL 58.4112 mL
5 mM 1.1682 mL 5.8411 mL 11.6822 mL
10 mM 0.5841 mL 2.9206 mL 5.8411 mL
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