Merck
CN
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文件

51481

Sigma-Aldrich

N-(3-Hydroxytetradecanoyl)-DL-homoserine lactone

≥96% (HPLC), carbon 64.7-67.3 %

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别名:
3-Hydroxy-N-(tetrahydro-2-oxo-3-furanyl)tetradecanamide
经验公式（希尔记法）:
C18H33NO4
CAS号:
172670-99-4
分子量:
327.46
MDL编号:
MFCD16875425
PubChem化学物质编号:
329757696
NACRES:
NA.25

质量水平

100

检测方案

≥96% (HPLC)

组成

carbon, 64.7-67.3%
nitrogen, 4.0-4.5%

储存温度

−20°C

SMILES string

CCCCCCCCCCCC(O)CC(=O)NC1CCOC1=O

InChI

1S/C18H33NO4/c1-2-3-4-5-6-7-8-9-10-11-15(20)14-17(21)19-16-12-13-23-18(16)22/h15-16,20H,2-14H2,1H3,(H,19,21)

InChI key

IKQUESGRCDRZTI-UHFFFAOYSA-N

生化/生理作用

N-(3-Hydroxytetradecanoyl)-DL-homoserine lactone is a member of N-acyl-homoserine lactone family. N-Acylhomoserine lactones (AHL) regulate gene expression in gram-negative bacteria, such as Echerichia and Salmonella, and are involved in quorum sensing, cell to cell communication among bacteria; for reviews see. Bacterial intercellular communication has become a target for the development of new anti-virulence drugs, and a research focus for the prevention of biofilm formation.
Quorum-sensing signal generation

包装

Bottomless glass bottle. Contents are inside inserted fused cone.

象形图

Skull and crossbones
GHS06

警示用语：

Danger

危险声明

H301

危险分类

Acute Tox. 3 Oral

储存分类代码

6.1C - Combustible, acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

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Chiara Cavaliere et al.
Toxins, 11(9) (2019-08-30)
Zearalenone (ZEN) is a nonsteroidal estrogenic mycotoxin produced by various Fusarium species and commonly occurring in corn and other cereals. Even though its acute toxicity is low, still the estrogenic activity of ZEN and metabolites is a matter of concern.
Tommaso R I Cataldi et al.
Journal of mass spectrometry : JMS, 43(1), 82-96 (2007-08-22)
A method for the comprehensive profiling of the N-acyl-homoserine lactone (AHL) family of bacterial quorum-sensing molecules is presented using liquid chromatography (LC) coupled to a hybrid quadrupole linear ion trap (LTQ) and Fourier-transform ion-cyclotron-resonance mass spectrometer (FTICR). We demonstrate an
Yanan Cao et al.
Applied and environmental microbiology, 78(6), 1899-1908 (2012-01-17)
N-Acylated homoserine lactone (AHL) lactonases are capable of degrading signal molecules involved in bacterial quorum sensing and therefore represent a new approach to control bacterial infection. Here a gene responsible for the AHL lactonase activity of Bacillus sp. strain AI96
Zhao Peng et al.
Archives of toxicology, 94(2), 573-588 (2019-12-19)
Deoxynivalenol (DON) cannot be totally removed due to its stable chemical characteristics and chronic exposure to low doses of DON causes significant toxic effects in humans and animals. However, the potential hazard of such low-dose exposure in target organs still
Nicolas Kylilis et al.
Nature communications, 9(1), 2677-2677 (2018-07-12)
Advancing synthetic biology to the multicellular level requires the development of multiple cell-to-cell communication channels that propagate information with minimal signal interference. The development of quorum-sensing devices, the cornerstone technology for building microbial communities with coordinated system behaviour, has largely
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