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N-3-oxo-octanoyl-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-octanoyl-L-Homoserine lactone图片
CAS NO:147795-39-9
包装与价格:
包装价格(元)
5mg询价
10mg询价
25mg询价
50mg询价

N-3-氧代-辛酰基-L-高丝氨酸内酯是一种群体感应信号,是一种农杆菌自诱导剂。
Cas No.147795-39-9
别名N-3-氧代-辛酰基-L-高丝氨酸内酯
化学名3-oxo-N-[(3S)-tetrahydro-2-oxo-3-furanyl]-octanamide
Canonical SMILESO=C1[C@@H](NC(CC(CCCCC)=O)=O)CCO1
分子式C12H19NO4
分子量241.3
溶解度30mg/mL in DMSO, 30mg/mL in DMF, 1mg/mL in Ethanol
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.1This regulatory process manifests itself with a variety of phenotypes including biofilm formation and virulence factor production.2Coordinated gene expression is achieved by the production, release, and detection of small diffusible signal molecules called autoinducers. The N-

acylated homoserine lactones (AHLs) comprise one such class of autoinducers, each of which generally consists of a fatty acid coupled with homoserine lactone (HSL). Regulation of bacterial quorum sensing signaling systems to inhibit pathogenesis represents a new approach to antimicrobial therapy in the treatment of infectious diseases.3AHLs vary in acyl group length (C4-C18), in the substitution of C3 (hydrogen, hydroxyl, or oxo group), and in the presence or absence of one or more carbon-carbon double bonds in the fatty acid chain. These differences confer signal specificity through the affinity of transcriptional regulators of the LuxR family.4In the gram-negative bacteriumA. tumefaciens, N-3-oxo-octanoyl-L-homoserine lactone promotes the expression of the transcriptional activator (and LuxR homolog) TraR.5

References
1. González, J.E., and Keshavan, N.D. Messing with bacterial quorum sensing Microbiol. Mol. Biol. Rev. 70(4), 859-875 (2006).
2. 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).
3. Cegelski, L., Marshall, G.R., Eldridge, G.R., et al. The biology and future prospects of antivirulence therapies Nature Reviews.Microbiology 6(1), 17-27 (2008).
4. Penalver, C.G.N., Morin, D., Cantet, F., et al. Methylobacterium extorquens AM1 produces a novel type of acyl-homoserine lactone with a double unsaturated side chain under methylotrophic growth conditions FEBS Letters 580, 561-567 (2006).
5. Zhu, J., Beaber, J.W., Moré, M.I., et al. Analogs of the autoinducer 3-oxooctanoyl-homoserine lactone strongly inhibit activity of the TraR protein of Agrobacterium tumefaciens Journal of Bacteriology 180(20), 5398-5405 (1998).

 
 
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