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N-tetradecanoyl-L-Homoserine lactone
本产品不向个人销售，仅用作科学研究，不用于任何人体实验及非科研性质的动物实验。
N-tetradecanoyl-L-Homoserine lactone图片
CAS NO:202284-87-5
包装与价格：
包装价格(元)
5mg电议
10mg电议
25mg电议
50mg电议

产品介绍
N-十四烷酰基-L-高丝氨酸内酯是一种短链 N-酰基高丝氨酸内酯 (AHL)。
Cas No.202284-87-5
别名十四酰-L-高丝氨酸内酯,C14-HSL, tDHL
化学名N-[(3S)-tetrahydro-2-oxo-3-furanyl]-tetradecanamide
Canonical SMILESCCCCCCCCCCCCCC(=O)N[C@H]1CCOC1=O
分子式C18H33NO3
分子量311.5
溶解度30mg/mL in DMSO or in DMF
储存条件Store at -20℃
General tipsFor obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.
Shipping ConditionEvaluation sample solution : ship with blue ice
All other available size: ship with RT , or blue ice upon request
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 LuxR family of proteins, is coordinated by the synthesis of diffusible acylhomoserine lactone (AHL) molecules. N-tetradecanoyl-L-Homoserine lactone (C14-HSL) is a small diffusible signaling molecule involved in quorum sensing, thereby controlling gene expression and affecting cellular metabolism in bacteria.[1],[2],[3] It appears later than shorter acyl chain AHLs in developing biofilms[4] and, like other long chain AHLs, stimulates bacterial growth.[5] C14-HSL also alters the proteolytic activity and enhances the migration of some strains of Proteus mirabilis.[6]

Reference:

[1]. Kuo, A., Blough, N.V., and Dunlap, P.V. Multiple N-acyl-L-homoserine lactone autoinducers of luminescence in the marine symbiotic bacterium Vibrio fischeri Journal of Bacteriology 176(24), 7558-7565 (1994).
[2]. Lithgow, J.K., Wilkinson, A., Hardman, A., et al. The regulatory locus cinRI in Rhizobium leguminosarum controls a network of quorum-sensing loci Molecular Microbiology 37(1), 81-97 (2000).
[3]. McClean, K.H., Winson, M.K., Fish, L., et al. Quorum-sensing and Chromobacterium violaceum: Exploitation of violacein production and inhibition for the detection of N-acylhomoserine lactones Microbiology 143, 3703-3711 (1997).
[4]. Huang, Y.L., Ki, J.S., Lee, O.O., et al. Evidence for the dynamics of acyl homoserine lactone and AHL-producing bacteria during subtidal biofilm formation ISME Journal 1-9 (2008).
[5]. Huang, J.J., Han, J.I., Zhang, L.H., et al. Utilization of acyl-homoserine lactone quorum signals for growth by a soil pseudomonad and Pseudomonas aeruginosa PAO1 Applied and Environmental Microbiology 69(10), 5941-5949 (2003).
[6]. Stankowska, D., Kwinkowski, M., and Kaca, W. Quantification of Proteus mirabilis virulence factors and modulation by acylated homoserine lactones Journal of Microbiology, Immunology, and Infection 41, 243-253 (2008).