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L-α-Aminoadipic Acid Sale

(Synonyms: L-2-氨基己二酸,(S)-2-Aminohexanedioic Acid) 目录号 : GC13740

A glutamine synthetase inhibitor

L-α-Aminoadipic Acid Chemical Structure

Cas No.:1118-90-7

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Sample solution is provided at 25 µL, 10mM.

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产品描述

Ki value of 209 μM

L-α-Aminoadipic Acid is a glutamine synthetase inhibitor.

Glutamine synthetase is an enzyme that plays an essential role in the metabolism of nitrogen by catalyzing the condensation of glutamate and ammonia to form glutamine.

In vitro: Previous study found that DL- and L-alpha-aminoadipic acid (alpha-AA) were specific gliotoxins in vitro. HPLC analysis of cultures incubated with D- or L-alpha-AA and DL-[14C]-alpha-AA autoradiograms conducted in the presence of D- or L-alpha-AA suggested a stereospecificity of astroglial L-alpha-AA uptake. Both the uptake of alpha-AA by astrocytes and alpha-AA-induced gliotoxicity were sodium dependent [1]. Another study found that the L-isomer of alpha aminoadipate was able to competitively inhibit the transport protein, whereas the D-isomer of alpha aminoadipate was ineffective. Moreover, it was found that L-alpha aminoadipate was a competitive inhibitor of both glutamine synthetase, and gamma-glutamylcysteine synthetase. In constrast, the D-isomer of alpha aminoadipate was a far weaker inhibitor of either enzyme [2].

In vivo: Animal study showed that L-a-aminoadipic acid could lower the levels of endogenous extracellular kynurenic acid in the hippocampus in a dose-dependent fashion), though the effect of L-a-aminoadipic acid seemed to be less pronounced than its reduction of de novo produced kynurenic acid [3].

Clinical trial: So far, no clinical study has been conducted.

References:
[1] Huck, S. ,Grass, F., and Hrtnagl, H. The glutamate analogue α-aminoadipic acid is taken up by astrocytes before exerting its gliotoxic effect in vitro. Journal of Neuroscience 4(10), 2650-2657 (1984).
[2] McBean GJ.  Inhibition of the glutamate transporter and glial enzymes in rat striatum by the gliotoxin, alpha aminoadipate. Br J Pharmacol. 1994 Oct;113(2):536-40.
[3] Wu HQ, Ungerstedt U, Schwarcz R. L-alpha-aminoadipic acid as a regulator of kynurenic acid production in the hippocampus: a microdialysis study in freely moving rats. Eur J Pharmacol. 1995 Jul 25;281(1):55-61.

Chemical Properties

Cas No. 1118-90-7 SDF
别名 L-2-氨基己二酸,(S)-2-Aminohexanedioic Acid
化学名 2S-amino-hexanedioic acid
Canonical SMILES OC(CCC[C@H](N)C(O)=O)=O
分子式 C6H11NO4 分子量 161.2
溶解度 ≤10mg/ml in 1N HCl;0.5mg/ml in PBS 储存条件 Store at -20°C,protect from light
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1 mM 6.2035 mL 31.0174 mL 62.0347 mL
5 mM 1.2407 mL 6.2035 mL 12.4069 mL
10 mM 0.6203 mL 3.1017 mL 6.2035 mL
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