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Merck
CN

44558

Sigma-Aldrich

N -辛酰- L -高丝氨酸内酯

≥96% (HPLC)

别名:

N - [(3 S )-四氢-2-氧代-3-呋喃基] 辛酰胺, C8-HSL

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About This Item

经验公式(希尔记法):
C12H21NO3
分子量:
227.30
Beilstein:
8148282
MDL编号:
UNSPSC代码:
12352211
PubChem化学物质编号:
NACRES:
NA.85

产品名称

N -辛酰- L -高丝氨酸内酯, ≥96% (HPLC)

质量水平

方案

≥96% (HPLC)

表单

powder or crystals

旋光性

[α]/D -28±3°, c = 0.2 in methanol

颜色

white to off-white

适用性

conforms to structure for Proton NMR spectrum

应用

detection

储存温度

−20°C

SMILES字符串

O=C1OCC[C@@H]1NC(CCCCCCC)=O

InChI

1S/C12H21NO3/c1-2-3-4-5-6-7-11(14)13-10-8-9-16-12(10)15/h10H,2-9H2,1H3,(H,13,14)/t10-/m0/s1

InChI key

JKEJEOJPJVRHMQ-JTQLQIEISA-N

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生化/生理作用

N -辛酰- L -高丝氨酸内酯是 N -酰基高丝氨酸内酯家族的成员。 N -酰基高丝氨酸内酯 (AHL) 调控革兰阴性菌如 埃希杆菌沙门菌的基因表达,参与群体感应、定植、化学防御 和细菌间的细胞间通讯;综述见 AHL 在革兰氏阳性菌中作为寡肽释放,在革兰氏阴性菌中作为群体信号释放。细菌细胞间通讯已成为开发新型抗毒力药物的靶点,,也是预防生物膜形成的研究热点。
群体感应信号产生

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable


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

Suman C, et al.
Cannabis sativa L.- Botany and Biotechnology (2017)
J B Andersen et al.
Applied and environmental microbiology, 67(2), 575-585 (2001-02-07)
In order to perform single-cell analysis and online studies of N-acyl homoserine lactone (AHL)-mediated communication among bacteria, components of the Vibrio fischeri quorum sensor encoded by luxR-P(luxI) have been fused to modified versions of gfpmut3* genes encoding unstable green fluorescent
Mattia Marenda et al.
Scientific reports, 6, 39142-39142 (2016-12-15)
Bacterial communities undergo collective behavioural switches upon producing and sensing diffusible signal molecules; a mechanism referred to as Quorum Sensing (QS). Exemplarily, biofilm organic matrices are built concertedly by bacteria in several environments. QS scope in bacterial ecology has been
Xiaoxiang Liu et al.
International journal of food microbiology, 270, 31-38 (2018-02-23)
Microorganism activities are considered the main cause of most food spoilage, leading to great economic losses. Pseudomonas fluorescens is a Gram-negative bacterium that is widely found in food and has high spoilage activity. RpoS is considered an important global regulator
José Gomes et al.
Chemical communications (Cambridge, England), 49(2), 155-157 (2012-11-22)
We demonstrate the synthesis and immobilization of natural product hybrids featuring an acyl-homoserine lactone and a nitrodopamine onto biocompatible TiO(2) surfaces through an operationally simple dip-and-rinse procedure. The resulting immobilized hybrids were shown to be powerful quorum sensing (QS) activators

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