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N-3-oxo-octanoyl-L-Homoserine lactone Sale

(Synonyms: N-3-氧代-辛酰基-L-高丝氨酸内酯) 目录号 : GC14832

N-3-Oxo-octanoyl-L-homoserine lactone是一种属于N-酰基高丝氨酸内酯(AHL)家族的群体感应信号分子,常用于研究细菌通讯和生物膜形成。

N-3-oxo-octanoyl-L-Homoserine lactone Chemical Structure

Cas No.:147795-39-9

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5mg
¥410.00
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10mg
¥723.00
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25mg
¥1,706.00
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50mg
¥3,003.00
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Sample solution is provided at 25 µL, 10mM.

Description

N-3-Oxo-octanoyl-L-homoserine lactone is a quorum-sensing signaling molecule belonging to the N-acylhomoserine lactone (AHL) family, which is often used to study bacterial communication and biofilm formation [1]. N-3-Oxo-octanoyl-L-homoserine lactone protects Arabidopsis against a hemibiotrophic pathogen by priming the defense response and that N-3-Oxo-octanoyl-L-homoserine lactone-mediated priming requires the SA signaling pathway [2]. N-3-Oxo-octanoyl-L-homoserine lactone pretreatment (10μM; for 2 days), upon pathogenic bacterium Pseudomonas syringae pv. tomato DC3000 challenge, Arabidopsis showed increased activities of defense-related enzymes including peroxidase, catalase, phenylalanine ammonialyase, and superoxide dismutase[2]. N-3-Oxo-octanoyl-L-homoserine lactone has been widely used for plant protection and as an internal reference for the development of new detection and analytical methods[3].

References:
[1] Aybey A, Sinan S, Askun T. Signal interference effect of human paraoxonase 1 using as substrates N-hexanoyl-L-homoserine lactone and N-3-oxo-octanoyl-L-homoserine lactone on growth of pathogenic bacteria[J]. Applied Biochemistry and Microbiology, 2015, 51(6): 726-731.
[2] Liu F, Zhao Q, Jia Z, et al. N-3-oxo-octanoyl-homoserine lactone-mediated priming of resistance to Pseudomonas syringae requires the salicylic acid signaling pathway in Arabidopsis thaliana[J]. BMC plant biology, 2020, 20(1): 38.
[3] Gosset-Erard C, Han G, Kyrko D, et al. Structural characterization of N-acyl-homoserine lactones from bacterial quorum sensing using LC–MS/MS analyses after Paternò-Büchi derivatization in solution[J]. Analytical and Bioanalytical Chemistry, 2024, 416(25): 5431-5443.

N-3-Oxo-octanoyl-L-homoserine lactone是一种属于N-酰基高丝氨酸内酯(AHL)家族的群体感应信号分子,常用于研究细菌通讯和生物膜形成[1]。N-3-Oxo-octanoyl-L-homoserine lactone通过激活水杨酸信号通路来启动防御反应,从而保护拟南芥免受半活体营养型病原体的侵害[2]。当用10μM浓度的N-3-Oxo-octanoyl-L-homoserine lactone预处理2天后,拟南芥在受到病原菌Pseudomonas syringae pv. tomato DC3000侵染时,过氧化物酶、过氧化氢酶、苯丙氨酸解氨酶和超氧化物歧化酶等防御相关酶的活性显著提高[2]。N-3-Oxo-octanoyl-L-homoserine lactone已被广泛应用于植物保护领域,并作为开发新型检测和分析方法的内参标准[3]

化学性质

Cas No. 147795-39-9 SDF
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 SMILES O=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°C
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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。
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1 mg 5 mg 10 mg
1 mM 4.1442 mL 20.7211 mL 41.4422 mL
5 mM 0.8288 mL 4.1442 mL 8.2884 mL
10 mM 0.4144 mL 2.0721 mL 4.1442 mL
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