44558
N -辛酰- L -高丝氨酸内酯
≥96% (HPLC)
别名:
N - [(3 S )-四氢-2-氧代-3-呋喃基] 辛酰胺, C8-HSL
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关于此项目
经验公式（希尔记法）:
C12H21NO3
化学文摘社编号:
分子量:
227.30
NACRES:
NA.85
PubChem Substance ID:
UNSPSC Code:
12352211
MDL number:
Beilstein/REAXYS Number:
8148282
产品名称
N -辛酰- L -高丝氨酸内酯, ≥96% (HPLC)
InChI key
JKEJEOJPJVRHMQ-JTQLQIEISA-N
SMILES string
O=C1OCC[C@@H]1NC(CCCCCCC)=O
InChI
1S/C12H21NO3/c1-2-3-4-5-6-7-11(14)13-10-8-9-16-12(10)15/h10H,2-9H2,1H3,(H,13,14)/t10-/m0/s1
assay
≥96% (HPLC)
form
powder or crystals
optical activity
[α]/D -28±3°, c = 0.2 in methanol
color
white to off-white
suitability
conforms to structure for Proton NMR spectrum
application(s)
detection
storage temp.
−20°C
Quality Level
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Biochem/physiol Actions
N -辛酰- 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 埃希杆菌和沙门菌的基因表达，参与群体感应、定植、化学防御 和细菌间的细胞间通讯；综述见 AHL 在革兰氏阳性菌中作为寡肽释放，在革兰氏阴性菌中作为群体信号释放。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
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
José Gomes et al.
Chemical communications (Cambridge, England), 49(2), 155-157 (2012-11-22)
We demonstrate the synthesis and immobilization of natural product hybrids featuring an acyl-homoserine lactone and a nitrodopamine onto biocompatible TiO(2) surfaces through an operationally simple dip-and-rinse procedure. The resulting immobilized hybrids were shown to be powerful quorum sensing (QS) activators
Mattia Marenda et al.
Scientific reports, 6, 39142-39142 (2016-12-15)
Bacterial communities undergo collective behavioural switches upon producing and sensing diffusible signal molecules; a mechanism referred to as Quorum Sensing (QS). Exemplarily, biofilm organic matrices are built concertedly by bacteria in several environments. QS scope in bacterial ecology has been
J B Andersen et al.
Applied and environmental microbiology, 67(2), 575-585 (2001-02-07)
In order to perform single-cell analysis and online studies of N-acyl homoserine lactone (AHL)-mediated communication among bacteria, components of the Vibrio fischeri quorum sensor encoded by luxR-P(luxI) have been fused to modified versions of gfpmut3* genes encoding unstable green fluorescent
Meng Gui et al.
Frontiers in microbiology, 9, 1712-1712 (2018-08-16)
Sturgeon is an important fresh water-culture fish in China. A problem with sturgeon is its high susceptibility to spoilage. Food spoilage is reported to be regulated by quorum sensing (QS). To identify the QS signals acetylated homoserine lactones (AHLs) in
Suman C, et al.
Cannabis sativa L.- Botany and Biotechnology (2017)
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