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Merck
CN

74359

Sigma-Aldrich

N-[(RS)-3-羟基丁酰基]-L-高丝氨酸内酯

≥96% (HPLC)

别名:

3-羟基-C4-HSL, N-(3-羟基丁酰基)-L-高丝氨酸内酯

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关于此项目

经验公式(希尔记法):
C8H13NO4
化学文摘社编号:
分子量:
187.19
MDL编号:
UNSPSC代码:
12352200
PubChem化学物质编号:
NACRES:
NA.25
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方案

≥96% (HPLC)

表单

powder

储存温度

−20°C

SMILES字符串

CC(O)CC(=O)N[C@H]1CCOC1=O

InChI

1S/C8H13NO4/c1-5(10)4-7(11)9-6-2-3-13-8(6)12/h5-6,10H,2-4H2,1H3,(H,9,11)/t5?,6-/m0/s1

InChI key

FIXDIFPJOFIIEC-GDVGLLTNSA-N

生化/生理作用

N-[(RS)-3-羟基丁酰基] -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)调节革兰氏阴性细菌(如埃希氏菌沙门氏菌)中的基因表达,参与群体感应,细菌间的细胞间通讯;要查看综述,请见 。 细菌的细胞间通讯已成为新型抗毒力药物开发的靶标,也是预防生物膜形成的研究热点
群体感应信号发生

包装

无底玻璃瓶。内含物装在插入的融合锥内。

储存分类代码

13 - Non 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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B L Hanzelka et al.
Journal of bacteriology, 181(18), 5766-5770 (1999-09-11)
Acylhomoserine lactones, which serve as quorum-sensing signals in gram-negative bacteria, are produced by members of the LuxI family of synthases. LuxI is a Vibrio fischeri enzyme that catalyzes the synthesis of N-(3-oxohexanoyl)-L-homoserine lactone from an acyl-acyl carrier protein and S-adenosylmethionine.
Sathish Rajamani et al.
Journal of microbiological methods, 84(2), 189-193 (2010-12-07)
Many bacteria produce and secrete proteases during host invasion and pathogenesis. Vibrio harveyi, an opportunistic pathogen of shrimp, is known to use a two-component quorum sensing (QS) mechanism for coordination of gene expression including protease secretion at high population densities.
M R Parsek et al.
Proceedings of the National Academy of Sciences of the United States of America, 96(8), 4360-4365 (1999-04-14)
Acyl homoserine lactones (acyl-HSLs) are important intercellular signaling molecules used by many bacteria to monitor their population density in quorum-sensing control of gene expression. These signals are synthesized by members of the LuxI family of proteins. To understand the mechanism
Barbara Thallinger et al.
Biotechnology journal, 8(1), 97-109 (2013-01-03)
With the increasing prevalence of antibiotic resistance, antimicrobial enzymes aimed at the disruption of bacterial cellular machinery and biofilm formation are under intense investigation. Several enzyme-based products have already been commercialized for application in the healthcare, food and biomedical industries.
Dilani Senadheera et al.
Advances in experimental medicine and biology, 631, 178-188 (2008-09-17)
Streptococcus mutans is the primary causative agent involved in dental caries in humans. Among important virulence factors of this pathogen, its ability to form and sustain a polysaccharide-encased biofilm (commonly called dental plaque) is vital not only to its survival

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