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N-3-oxo-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-3-oxo-tetradecanoyl-L-Homoserine lactone图片
CAS NO:177158-19-9
包装与价格:
包装价格(元)
1mg电议
5mg电议
10mg电议
25mg电议

产品介绍
N-3-氧代-十四烷酰基-L-高丝氨酸内酯(oxo-C14-HSL)是一种根际细菌诱导剂,可以提高对线虫的基本防御。
Cas No.177158-19-9
别名N-(3-氧代十四烷酰基)-L-高丝氨酸内酯,3-oxo-C14-HSL; N-3-oxo-myristoyl-L-Homoserine lactone
化学名3-oxo-N-[(3S)-tetrahydro-2-oxo-3-furanyl]-tetradecanamide
Canonical SMILESCCCCCCCCCCCC(=O)CC(=O)N[C@H]1CCOC1=O
分子式C18H31NO4
分子量325.4
溶解度DMF: 20 mg/ml,DMSO: 20 mg/ml,Ethanol: 10 mg/ml
储存条件Store at -20°C
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 LuxIR family of proteins, is coordinated by the synthesis of diffusible acylhomoserine lactone (AHL) molecules. N-3-oxo-tetradecanoyl-L-homoserine lactone (3-oxo-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 3-oxo-AHLs, stimulates the production of putisolvin, [5] which in turn, inhibits biofilm formation.

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]. Gomi, K., Kikuchi, T., Tokue, Y., et al. Mouse and human cell activation by N-dodecanoyl-DL-homoserine lactone, a Chromobacterium violaceum autoinducer. Infection and Immunity 74(12), 7029-7031 (2006).
[5]. Dubern, J.F., Lugtenberg, B.J.J., and Bloemberg, G.V. The ppuI-rsaL-ppuR quorum-sensing system regulates biofilm formation of Pseudomonas putida PCL1445 by controlling biosynthesis of the Cyclic Lipopeptides Putisolvins I and II. Journal of Bacteriology 188(8), 2898-2906 (2006).