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Merck
CN

O1764

Sigma-Aldrich

N-(3-氧代辛酰基)-L-高丝氨酸内酯

≥97% (HPLC), white, powder

别名:

3-oxo-C8-HSL, 3OC8-HSL, N-(β-酮辛酰基)-L-高丝氨酸

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About This Item

经验公式(希尔记法):
C12H19NO4
分子量:
241.28
MDL编号:
UNSPSC代码:
12352202
eCl@ss:
32160406
PubChem化学物质编号:
NACRES:
NA.32

质量水平

方案

≥97% (HPLC)

表单

powder

分子量

241.28

技术

protein expression: suitable

颜色

white

溶解性

chloroform: 50 mg/mL, clear, colorless

运输

wet ice

储存温度

−20°C

SMILES字符串

CCCCCC(=O)CC(=O)N[C@H]1CCOC1=O

InChI

1S/C12H19NO4/c1-2-3-4-5-9(14)8-11(15)13-10-6-7-17-12(10)16/h10H,2-8H2,1H3,(H,13,15)/t10-/m0/s1

InChI key

FXCMGCFNLNFLSH-JTQLQIEISA-N

一般描述

N-(3-氧代辛酰基)-L-高丝氨酸内酯是一种常见的群体感应(QS)信号。
它是一种由革兰氏阴性菌产生的信号分子。

应用

N-(3-氧代辛酰基)-L-高丝氨酸内酯已用于:
  • 研究pH、温度和盐度对假单胞菌生物膜的胞外聚合物物质(EPS)的影响。
  • 作为AHL诱导剂激活长聚球藻群体感知途径。

生化/生理作用

N-(3-氧代辛酰基)-L-高丝氨酸内酯可刺激tra基因的表达。它是一种自诱导剂和强效拮抗剂。

通常也和此产品一起购买

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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访问文档库

J Zhu et al.
Journal of bacteriology, 180(20), 5398-5405 (1998-10-10)
The TraR and TraI proteins of Agrobacterium tumefaciens mediate cell-density-dependent expression of the Ti plasmid tra regulon. TraI synthesizes the autoinducer pheromone N-(3-oxooctanoyl)-L-homoserine lactone (3-oxo-C8-HSL), while TraR is an 3-oxo-C8-HSL-responsive transcriptional activator. We have compared the abilities of 3-oxo-C8-HSL and
S Swift et al.
Molecular microbiology, 10(3), 511-520 (1993-11-01)
The pheromone N-(3-oxohexanoyl)-L-homoserine lactone (OHHL) regulates expression of bioluminescence in the marine bacterium Vibrio fischeri, the production of carbapenem antibiotic in Erwinia carotovora and exoenzymes in both E. carotovora and Pseudomonas aeruginosa. A characteristic feature of this regulatory mechanism in
Developing Cyanobacterial Quorum Sensing Toolkits: Toward Interspecies Coordination in Mixed Autotroph/Heterotroph Communities
Kokarakis EJ, et al.
ACS Synthetic Biology, 12(1), 265-276 (2023)
Analogs of the autoinducer 3-oxooctanoyl-homoserine lactone strongly inhibit activity of the TraR protein of Agrobacterium tumefaciens
Zhu J, et al.
Journal of Bacteriology, 180(20), 5398-5405 (1998)
M I Moré et al.
Science (New York, N.Y.), 272(5268), 1655-1658 (1996-06-14)
Many bacteria, including several pathogens of plants and humans, use a pheromone called an autoinducer to regulate gene expression in a cell density-dependent manner. Agrobacterium autoinducer [AAI, N-(3-oxo-octanoyl)-L-homoserine lactone] of A. tumefaciens is synthesized by the Tral protein, which is

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