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Merck
CN

09926

Sigma-Aldrich

N-己酰基- DL -高丝氨酸内酯

≥97.0% (HPLC)

别名:

N-己酰基- DL -高丝氨酸内酯

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About This Item

经验公式(希尔记法):
C10H17NO3
分子量:
199.25
Beilstein:
1640340
MDL编号:
UNSPSC代码:
12352209
eCl@ss:
32160406
PubChem化学物质编号:
NACRES:
NA.26

质量水平

检测方案

≥97.0% (HPLC)

形式

powder or crystals

技术

LC/MS: suitable

颜色

white to faint beige

mp

101-106 °C

储存温度

2-8°C

SMILES字符串

CCCCCC(=O)NC1CCOC1=O

InChI

1S/C10H17NO3/c1-2-3-4-5-9(12)11-8-6-7-14-10(8)13/h8H,2-7H2,1H3,(H,11,12)

InChI key

ZJFKKPDLNLCPNP-UHFFFAOYSA-N

应用

在一个紫色色杆菌突变体中诱导紫花地丁的表达,该突变体通常不能产生高丝氨酸内酯。

生化/生理作用

N-己酰基-DL-高丝氨酸内酯是 N-酰基-高丝氨酸内酯家族的一员。N-酰基高丝氨酸内酯 (AHL) 调节革兰阴性细菌 、埃希杆菌 和沙门氏菌的基因表达,参与群体感应、细菌间的细胞间通讯。一些 AHL 是人类免疫细胞(如中性粒细胞)的强效化学引诱物。
群体感应信号生成

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)


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Albert Soler et al.
International journal of environmental research and public health, 15(5) (2018-05-23)
Quorum sensing (QS) is a mechanism dependent on bacterial density. This coordinated process is mediated by the synthesis and the secretion of signal molecules, called autoinducers (AIs). N-acyl-homoserine lactones (AHLs) are the most common AIs that are used by Gram-negative
Daniel Wynn et al.
The Analyst, 143(19), 4774-4782 (2018-09-15)
There are an estimated 48 million cases of foodborne illness in the United States every year. In general, these illnesses are the result of unintentional contamination and improper food handling. Because bacterial contamination plays a major role in food spoilage
Tomohiro Morohoshi et al.
FEMS microbiology letters, 279(1), 124-130 (2008-01-08)
In tests, Chromobacterium violaceum ATCC 12472 produced several N-acyl-L-homoserine lactones (AHLs). Of these, N-(3-hydroxydecanoyl)-L-homoserine lactone was dominant, and controlled violacein production by quorum sensing. Strain VIR07, an AHL-deficient mutant, did not produce violacein. Violacein production in VIR07 was induced by
Thommie Karlsson et al.
Journal of leukocyte biology, 91(1), 15-26 (2011-08-03)
In gram-negative bacteria, cell-cell communication based on HSL QS molecules is known to coordinate the production of virulence factors and biofilms. These bacterial signals can also modulate human immune cell behavior. Using a Transwell migration assay, we found that human
L Eberl
Systematic and applied microbiology, 22(4), 493-506 (2000-05-04)
The view of bacteria as unicellular organisms has strong roots in the tradition of culturing bacteria in liquid media. However, in nature microbial activity is mainly associated with surfaces where bacteria form highly structured and cooperative consortia which are commonly

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