09926
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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关于此项目
经验公式（希尔记法）:
C10H17NO3
化学文摘社编号:
分子量:
199.25
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.26
Beilstein/REAXYS Number:
1640340
MDL number:
产品名称
N-己酰基- DL -高丝氨酸内酯, ≥97.0% (HPLC)
SMILES string
CCCCCC(=O)NC1CCOC1=O
CCCCCC(=O)NC1CCOC1=O
InChI key
ZJFKKPDLNLCPNP-UHFFFAOYSA-N
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)
assay
≥97.0% (HPLC)
form
powder or crystals
technique(s)
LC/MS: suitable
color
white to faint beige
mp
101-106 °C
storage temp.
2-8°C
Quality Level
Application
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。
Biochem/physiol Actions
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
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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
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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