O9014
N-(3-氧代癸酰基)-L-高丝氨酸内酯
≥98% (TLC)
别名:
3-Oxo-N-[(3s)-2-Oxotetrahydrofuran-3-Yl]decanamide
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关于此项目
经验公式（希尔记法）:
C14H23NO4
分子量:
269.34
MDL编号:
UNSPSC代码:
12352209
eCl@ss:
32160406
PubChem化学物质编号:
NACRES:
NA.26
产品名称
N-(3-氧代癸酰基)-L-高丝氨酸内酯,
方案
≥98% (TLC)
表单
powder
颜色
white
应用
cell analysis
运输
wet ice
储存温度
−20°C
SMILES字符串
CCCCCCCC(=O)CC(=O)N[C@H]1CCOC1=O
InChI
1S/C14H23NO4/c1-2-3-4-5-6-7-11(16)10-13(17)15-12-8-9-19-14(12)18/h12H,2-10H2,1H3,(H,15,17)/t12-/m0/s1
InChI key
KYGIKEQVUKTKRR-LBPRGKRZSA-N
一般描述
N-（3-氧代癸酰基）高丝氨酸-L-内酯（3-氧代-C10-HSL）属于高丝氨酸内酯，其包括： N-辛酰基-高丝氨酸内酯（N-C8-HSL）、N-（3-氧代十二烷酰基）高丝氨酸-L-内酯（3-氧代-C12 HSL）、N-（3-氧代十四烷酰基）-L-高丝氨酸内酯（3-oxo-C14-HSL）、N-（3-羟基癸酰基）-L-高丝氨酸内酯以及N-（3-羟基辛酰基）-L-高丝氨酸内酯。
应用
N-（3-氧代癸酰基）高丝氨酸-L-内酯（3-氧代-C10-HSL）可用于研究细菌群体感应调节涉及的信号传导。
生化/生理作用
酰化高丝氨酸内酯被用作恶臭假单胞菌、小肠结肠炎耶尔森菌和其他革兰氏阴性细菌的群体信号传导的自诱导剂。
储存分类代码
11 - Combustible Solids
WGK
WGK 3
闪点(°F)
Not applicable
闪点(°C)
Not applicable
个人防护装备
Eyeshields, Gloves, type N95 (US)
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
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.
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
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
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
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