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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

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

检测方案

≥97% (HPLC)

形式

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

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)


分析证书(COA)

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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
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.
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
Kayode K Ojo et al.
The Journal of antimicrobial chemotherapy, 57(6), 1065-1069 (2006-03-23)
To determine whether mef(A)-msr(D) and tet(M) genes are linked in representative Gram-negative isolates and/or transferred together during conjugation. To molecularly characterize the Acinetobacter junii element and compare the structure and sequence with the non-conjugative Streptococcus pneumoniae Tn2009 element. PCR assays
Z Q Luo et al.
Journal of bacteriology, 183(13), 3919-3930 (2001-06-08)
Conjugal transfer of Agrobacterium tumefaciens Ti plasmids is regulated by quorum sensing via TraR and its cognate autoinducer, N-(3-oxo-octanoyl)-L-homoserine lactone. We isolated four Tn5-induced mutants of A. tumefaciens C58 deficient in TraR-mediated activation of tra genes on pTiC58DeltaaccR. These mutations

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