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Merck
CN

51086

Sigma-Aldrich

N-庚酰-L-高丝氨酸内酯

≥96% (HPLC)

别名:

N-[(3S)-四氢-2-氧代-3-呋喃基]庚酰胺, C7-HSL

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About This Item

经验公式(希尔记法):
C11H19NO3
分子量:
213.27
Beilstein:
10258594
MDL编号:
UNSPSC代码:
12352211
PubChem化学物质编号:
NACRES:
NA.85

产品名称

N-庚酰-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 -29±3°, c = 0.2 in methanol

颜色

white

适用性

conforms to structure for Proton NMR spectrum

储存温度

−20°C

SMILES字符串

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

InChI

1S/C11H19NO3/c1-2-3-4-5-6-10(13)12-9-7-8-15-11(9)14/h9H,2-8H2,1H3,(H,12,13)/t9-/m0/s1

InChI key

FTMZLSDESAOPSZ-VIFPVBQESA-N

生化/生理作用

N-庚酰基-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)可调控革兰氏阴性细菌(如埃希氏菌沙门氏菌)的基因表达,参与群体感应、细菌的细胞间通讯;评论见。细菌的细胞间通讯成为新型抗毒力药物开发的靶标和预防生物膜形成的研究热点
群体感应信号发生

储存分类代码

10 - Combustible liquids

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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Megan E Pomianek et al.
ACS chemical biology, 2(5), 293-295 (2007-05-24)
Small-molecule agonists and antagonists of bacterial quorum sensing can enhance our understanding of this form of cell-cell communication. A recent effort has discovered effective modulators of the autoinducer-1 circuit for bacterial quorum sensing by the synthesis and evaluation of a
J K Lithgow et al.
Molecular microbiology, 37(1), 81-97 (2000-08-10)
N-(3-hydroxy-7-cis-tetradecenoyl)-L-homoserine lactone (3OH, C14:1-HSL) is a quorum-sensing signalling molecule produced by Rhizobium leguminosarum. It is unusual in that it inhibits the growth of several strains of R. leguminosarum and was previously known as 'small bacteriocin'. The cinRI locus responsible for
F Wisniewski-Dyé et al.
Journal of bacteriology, 184(6), 1597-1606 (2002-03-02)
Analysis of N-acyl-L-homoserine lactones (AHLs) produced by Rhizobium leguminosarum bv. viciae indicated that there may be a network of quorum-sensing regulatory systems producing multiple AHLs in this species. Using a strain lacking a symbiosis plasmid, which carries some of the
Wai-Fong Yin et al.
Sensors (Basel, Switzerland), 12(3), 3472-3483 (2012-06-28)
Bacteria communicate by producing quorum sensing molecules called autoinducers, which include autoinducer-1, an N-hexanoyl homoserine lactone (AHL), and autoinducer-2. Bacteria present in the human oral cavity have been shown to produce autoinducer-2, but not AHL. Here, we report the isolation
Kaimin Niu et al.
Indian journal of microbiology, 57(3), 329-338 (2017-09-15)
An increasing concern on resistance to multiple-antibiotics has led to the discovery of novel agents and the establishment of new precaution strategy. Numerous plant sources have been widely studied to reduce virulence of pathogenic bacteria by interfering cell-to-cell based communication

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