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Merck

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號碼:
分類程式碼代碼:
12352209
eCl@ss:
32160406
PubChem物質ID:
NACRES:
NA.26

品質等級

化驗

≥97.0% (HPLC)

形狀

powder or crystals

技術

LC/MS: suitable

顏色

white to faint beige

mp

101-106 °C

儲存溫度

2-8°C

SMILES 字串

CCCCCC(=O)NC1CCOC1=O
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 密鑰

ZJFKKPDLNLCPNP-UHFFFAOYSA-N

應用

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

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)


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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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
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
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
Robert Czajkowski et al.
Acta biochimica Polonica, 56(1), 1-16 (2009-03-17)
Many Gram-positive and Gram-negative bacteria communicate using small diffusible signal molecules called autoinducers. This process, known as quorum sensing (QS), links cell density to the expression of genes as diverse as those associated with virulence factors production of plant and

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