产品名称
N -（3-氧代十四烷酰）- L -高丝氨酸内酯,
SMILES string
CCCCCCCCCCCC(=O)CC(=O)N[C@H]1CCOC1=O
InChI key
YQFJJDSGBAAUPW-INIZCTEOSA-N
InChI
1S/C18H31NO4/c1-2-3-4-5-6-7-8-9-10-11-15(20)14-17(21)19-16-12-13-23-18(16)22/h16H,2-14H2,1H3,(H,19,21)/t16-/m0/s1
assay
≥98% (TLC)
form
powder
color
white
application(s)
cell analysis
shipped in
wet ice
storage temp.
−20°C
Quality Level
Application
N-（3-氧代十四酰基）-L-高丝氨酸内酯 (3-Oxo-C14-HSL) 是酰基高丝氨酸内酯家族的一员，可能作为一种信号分子参与细菌群体感应的调节，用于确定其操作机制和特异性。
Biochem/physiol Actions
N-（3-氧代十四酰）-L-高丝氨酸内酯 (3-oxo-C14-HSL) 是一组高丝氨酸内酯中的一种，包括 N-辛酰-高丝氨酸内酯 (N-C8-HSL)、N-（3-氧代癸酰）高丝氨酸-L-内酯 (3-oxo-C10 HSL)、N-（3-氧代十二酰）高丝氨酸-L-内酯 (3-oxo-C12-HSL)、N-（3-羟基癸酰）-L-高丝氨酸内酯和 N-（3-羟基辛酰）-L-高丝氨酸内酯，参与细菌群体感应过程。这些高丝氨酸内酯被用于研究细菌群体感应的过程和机制。
酰基高丝氨酸内酯被苜蓿中华根瘤菌、小肠结肠炎耶尔森菌和其他革兰氏阴性细菌用作群体信号的自身诱导剂。
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Bijay K Khajanchi et al.
Infection and immunity, 79(7), 2646-2657 (2011-05-04)
Aeromonas hydrophila leads to both intestinal and extraintestinal infections in animals and humans, and the underlying mechanisms leading to mortality are largely unknown. By using a septicemic mouse model of infection, we showed that animals challenged with A. hydrophila die
Rumana Rashid et al.
Microbes and environments, 26(2), 144-148 (2011-04-20)
N-Acylhomoserine lactones (AHLs) are used as quorum-sensing signaling molecules by many Gram-negative bacteria. Here, 413 bacterial strains were obtained from the roots of potato plants and screened for AHL-degrading bacteria using Chromobacterium violaceum reporter strains. Sixty one isolates degraded N-hexanoyl-L-homoserine
John F Teiber et al.
Methods in molecular biology (Clifton, N.J.), 692, 291-298 (2010-10-30)
Mammalian paraoxonases (PONs) are a unique, highly conserved family of calcium-dependent esterases consisting of PON1, PON2, and PON3. The PONs can hydrolyze the lactone ring of a range of N-acyl-L: -homoserine lactone (AHL) quorum sensing signaling molecules, rendering them inactive.
Manabu Horikawa et al.
Bioorganic & medicinal chemistry letters, 16(8), 2130-2133 (2006-02-08)
The synthesis of the analogs of N-3-oxododecanoyl-L-homoserine lactone (1) and their structure-activity relationship for the apoptotic induction in macrophages, P388D1 cells, are described. It was revealed that the position of the oxo group in the acyl side chain in addition
Mair E A Churchill et al.
Methods in molecular biology (Clifton, N.J.), 692, 159-171 (2010-10-30)
Quorum sensing plays a central role in regulating many community-derived symbiotic and pathogenic relationships of bacteria, and as such has attracted much attention in recent years. Acyl-homoserine lactones (AHLs) are important signaling molecules in the quorum sensing gene-regulatory processes found
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