N-3-oxo-tetradecanoyl-L-Homoserine lactone

目录号: GC44288纯度: >98.00%同义词: 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
3-oxo-C14 quorum-sensing lactone

N-3-oxo-tetradecanoyl-L-Homoserine lactone
Cas No.: 177158-19-9
规格价格库存数量操作
1mg¥477.00现货
1
5mg¥2,048.00现货
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10mg¥3,604.00现货
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25mg¥7,854.00现货
1

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产品描述 Description

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).

产品文档 Product Documents

Purity:>98.00%Appearance:A solid

化学性质Chemical Properties

CAS 号
177158-19-9
同义词
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
SMILES
CCCCCCCCCCCC(=O)CC(=O)N[C@H]1CCOC1=O
分子式
C18H31NO4
分子量
325.4 g/mol
溶解性
DMF: 20 mg/ml,DMSO: 20 mg/ml,Ethanol: 10 mg/ml
保存条件
Store at -20°C
General tips
请根据产品在不同溶剂中的溶解度选择合适的溶剂配制储备液;一旦配成溶液,请分装保存,避免反复冻融造成的产品失效。
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。
为了提高溶解度,请将管子加热至 37°C,然后在超声波浴中震荡一段时间。
Shipping Condition
评估样品解决方案:配备蓝冰进行发货。所有其他可用尺寸:配备 RT,或根据请求配备蓝冰。

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