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Merck
CN

68224

Sigma-Aldrich

N-十二烷酰-L-高丝氨酸内酯

≥96% (HPLC), suitable for mass spectrometry (MS)

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别名:
, , C12-HSL
经验公式(希尔记法):
C16H29NO3
分子量:
283.41
Beilstein:
9281984
MDL编号:
UNSPSC代码:
12352211
PubChem化学物质编号:
NACRES:
NA.28

质量水平

检测方案

≥96% (HPLC)

形式

powder or crystals

旋光性

[α]/D -25±5°, c = 0.2 in methanol

技术

mass spectrometry (MS): suitable

颜色

white to off-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(CCCCCCCCCCC)=O

InChI

1S/C16H29NO3/c1-2-3-4-5-6-7-8-9-10-11-15(18)17-14-12-13-20-16(14)19/h14H,2-13H2,1H3,(H,17,18)/t14-/m0/s1

InChI key

WILLZMOKUUPJSL-AWEZNQCLSA-N

生化/生理作用

N -十二酰基- 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)调控革兰阴性菌如 埃希杆菌 沙门菌 的基因表达,参与群体感应、细菌间的细胞间通讯;关于综述,请参见 。细菌细胞间通讯已成为开发新型抗毒力药物的靶点 ,也是预防生物膜形成的研究热点
群体感应信号产生

危险声明

危险分类

Aquatic Chronic 4

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable


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Sun-Yang Park et al.
Applied and environmental microbiology, 71(5), 2632-2641 (2005-05-05)
N-acylhomoserine lactones (AHLs) play an important role in regulating virulence factors in pathogenic bacteria. Recently, the enzymatic inactivation of AHLs, which can be used as antibacterial targets, has been identified in several soil bacteria. In this study, strain M664, identified
G Brelles-Mariño et al.
Journal of biotechnology, 91(2-3), 197-209 (2001-09-22)
Quorum sensing (also called autoinduction) is a term that describes an environmental sensing system that allows bacteria to monitor their own population density. Autoinduction relies upon the interaction of a small diffusible signal molecule (the autoinducer) with a transcriptional activator
Cytotoxicity of N-dodecanoyl-Lhomoserine lactone and 5-N-dodecyl resorcinol to human granulocytes and monocytes: a comparative study.
Sviridova, T. et al.
Central European Journal of Immunology, 38, 310-316 (2013)
Nishaben M Patel et al.
PloS one, 11(10), e0163469-e0163469 (2016-10-06)
N-acyl L-homoserine lactones (AHLs) constitute a predominant class of quorum-sensing signaling molecules used by Gram-negative bacteria. Here, we report a sensitive and non-targeted HPLC-MS/MS method based on parallel reaction monitoring (PRM) to identify and quantitate known, unanticipated, and novel AHLs
Xiaoxiang Liu et al.
International journal of food microbiology, 270, 31-38 (2018-02-23)
Microorganism activities are considered the main cause of most food spoilage, leading to great economic losses. Pseudomonas fluorescens is a Gram-negative bacterium that is widely found in food and has high spoilage activity. RpoS is considered an important global regulator

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