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N-butyryl-L-Homoserine lactone (Synonyms: C4-HSL)

カタログ番号GC19519

N-ブチリル-L-ホモセリン ラクトン (C4-HSL) は、抗体薬物複合体 (ADC) の合成に使用される切断可能な ADC リンカーです。

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N-butyryl-L-Homoserine lactone 化学構造

Cas No.: 67605-85-0

サイズ 価格 在庫数 個数
5mg
$9.00
在庫あり
10mg
$17.00
在庫あり
25mg
$34.00
在庫あり
50mg
$54.00
在庫あり

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Sample solution is provided at 25 µL, 10mM.

Product has been cited by 2 publications

Description of N-butyryl-L-Homoserine lactone

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 of N-butyryl-L-Homoserine lactone

Cas No. 67605-85-0 SDF
同義語 C4-HSL
Chemical Name N-[(3S)-tetrahydro-2-oxo-3-furanyl]-butanamide
Canonical SMILES CCCC(=O)N[C@H]1CCOC1=O
Formula C8H13NO3 M.Wt 171.2
溶解度 DMF: 30 mg/ml,DMSO: 30 mg/ml,Ethanol: 30 mg/ml,PBS (pH 7.2): 10 mg/ml Storage Store at -20°C
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table of N-butyryl-L-Homoserine lactone

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1 mg 5 mg 10 mg
1 mM 5.8411 mL 29.2056 mL 58.4112 mL
5 mM 1.1682 mL 5.8411 mL 11.6822 mL
10 mM 584.1 μL 2.9206 mL 5.8411 mL
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