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Merck
CN

N193

Sigma-Aldrich

1-Naphthylacetyl spermine trihydrochloride

别名:

NASPM trihydrochloride

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About This Item

经验公式(希尔记法):
C22H34N4O · 3HCl
分子量:
479.91
MDL编号:
UNSPSC代码:
12352200
PubChem化学物质编号:
NACRES:
NA.77

检测方案

≥95% (HPLC)

质量水平

形式

powder

储存条件

desiccated
protect from light

颜色

white

溶解性

H2O: ≥20 mg/mL

SMILES字符串

Cl.Cl.Cl.NCCCNCCCCNCCCNC(=O)Cc1cccc2ccccc12

InChI

1S/C22H34N4O.3ClH/c23-12-6-15-24-13-3-4-14-25-16-7-17-26-22(27)18-20-10-5-9-19-8-1-2-11-21(19)20;;;/h1-2,5,8-11,24-25H,3-4,6-7,12-18,23H2,(H,26,27);3*1H

InChI key

JNEOJAUJWOPWJS-UHFFFAOYSA-N

应用

1-Naphthylacetyl spermine trihydrochloride has been used for the inhibition of calcium-permeable AMPAR (α-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid receptor). It has also been used to study the involvement of AMPAR in biphasic activation of stress-activated protein kinase/extracellular signal-regulated kinase-1.

生化/生理作用

Blocks Ca2+ permeable AMPA receptor channels.

其他说明

Synthetic analog of Joro spider toxin.

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)


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A Takazawa et al.
Brain research, 706(1), 173-176 (1996-01-08)
The anticonvulsant effect of 1-naphthylacetyl spermine (1-NA-Spm), an analogue of Joro spider toxin, against amygdaloid kindled seizures was studied in rats. 1-NA-Spm (10, 20 and 40 micrograms/rat) dose-dependently improved kindled seizures and shortened the afterdischarge duration 30 min after the
H Tsubokawa et al.
Journal of neurophysiology, 74(1), 218-225 (1995-07-01)
1. We studied the effects of polyamine toxins derived from a spider venom on CA1 pyramidal neurons in gerbil hippocampal slices by patch-clamp recording. Joro spider toxin (JSTX) and its synthetic analogue, 1-naphthyl acetyl spermine (Naspm), which are known to
K Oguro et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 19(21), 9218-9227 (1999-10-26)
Considerable evidence suggests that Ca(2+)-permeable AMPA receptors are critical mediators of the delayed, selective neuronal death associated with transient global ischemia and sustained seizures. Global ischemia suppresses mRNA and protein expression of the glutamate receptor subunit GluR2 and increases AMPA
Drosophila motor neuron boutons remodel through membrane blebbing coupled with muscle contraction.
Fernandes, et al.
Nature Communications, 14, 3352-3352 (2023)
Cornelia Strobel et al.
The Journal of physiology, 595(16), 5653-5669 (2017-06-09)
Dendritic and spine calcium imaging in combination with electrophysiology in acute slices revealed that in medial intercalated cells of the amygdala: Action potentials back-propagate into the dendritic tree, but due to the presence of voltage-dependent potassium channels, probably Kv4.2 channels

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