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Merck

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號碼:
分類程式碼代碼:
12352202
eCl@ss:
32160406
PubChem物質ID:
NACRES:
NA.32

化驗

≥97% (HPLC)

形狀

powder

分子量

241.28

技術

protein expression: suitable

顏色

white

溶解度

chloroform: 50 mg/mL, clear, colorless

運輸包裝

wet ice

儲存溫度

−20°C

SMILES 字串

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 密鑰

FXCMGCFNLNFLSH-JTQLQIEISA-N

一般說明

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。

應用

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。

也與該產品經常一起購買

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

Eyeshields, Gloves, type N95 (US)


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Alessandro Vannini et al.
Acta crystallographica. Section D, Biological crystallography, 58(Pt 8), 1362-1364 (2002-07-24)
TraR is an Agrobacterium tumefaciens transcriptional regulator which binds the pheromone N-3-oxooctanoyl-L-homoserine lactone (AAI) in response to the bacterial population density. The TraR-AAI complex dimerizes and interacts with a specific 18-base-pair DNA sequence (TraBox), activating promoters containing this site. TraR
Effects of pH, Temperature and Salinity on Extracellular Polymeric
Substances of Pseudomonasaeruginosa Biofilm with
N-(3-Oxooxtanoyl)-L-Homoserine Lactone Addition
Lijie Zhou
J. Water Res. (2014)
Alessandro Vannini et al.
The EMBO journal, 21(17), 4393-4401 (2002-08-29)
The quorum sensing system allows bacteria to sense their cell density and initiate an altered pattern of gene expression after a sufficient quorum of cells has accumulated. In Agrobacterium tumefaciens, quorum sensing controls conjugal transfer of the tumour- inducing plasmid
Rong-guang Zhang et al.
Nature, 417(6892), 971-974 (2002-06-28)
Many proteobacteria are able to monitor their population densities through the release of pheromones known as N-acylhomoserine lactones. At high population densities, these pheromones elicit diverse responses that include bioluminescence, biofilm formation, production of antimicrobials, DNA exchange, pathogenesis and symbiosis.
Z Q Luo et al.
The Journal of biological chemistry, 275(11), 7713-7722 (2000-03-14)
Conjugal transfer of Agrobacterium tumefaciens Ti plasmids is regulated by quorum sensing via the transcriptional activator TraR and the acyl-homoserine lactone Agrobacterium autoinducer (AAI). Unique to this system, the activity of TraR is negatively modulated by an antiactivator called TraM.

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