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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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
A Kuo et al.
Journal of bacteriology, 178(4), 971-976 (1996-02-01)
Population density-dependent expression of luminescence in Vibrio fischeri is controlled by the autoinducer N-3-oxohexanoyl-L-homoserine lactone (autoinducer 1 [AI-1]), which via LuxR activates transcription of the lux operon (luxICDABEG, encoding the putative autoinducer synthase [LuxI] and the luminescence enzymes). We recently
Suman C, et al.
Cannabis sativa L.- Botany and Biotechnology (2017)
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
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
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
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