L-α-Aminoadipic Acid (Synonyms: (S)-2-Aminohexanedioic Acid) |
| Catalog No.GC13740 |
glutamine synthetase inhibitor
Products are for research use only. Not for human use. We do not sell to patients.
Cas No.: 1118-90-7
Sample solution is provided at 25 µL, 10mM.
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.
| Cas No. | 1118-90-7 | SDF | |
| Synonyms | (S)-2-Aminohexanedioic Acid | ||
| Chemical Name | 2S-amino-hexanedioic acid | ||
| Canonical SMILES | OC(CCC[C@H](N)C(O)=O)=O | ||
| Formula | C6H11NO4 | M.Wt | 161.2 |
| Solubility | ≤10mg/ml in 1N HCl;0.5mg/ml in PBS | Storage | Store at -20°C,protect from light |
| General tips | Please select the appropriate solvent to prepare the stock solution according to the
solubility of the product in different solvents; once the solution is prepared, please store it in
separate packages to avoid product failure caused by repeated freezing and thawing.Storage method
and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored
at -20°C, please use it within 1 month. To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time. |
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| Shipping Condition | Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request. | ||
| Prepare stock solution | |||
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1 mg | 5 mg | 10 mg |
| 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 |
Step 1: Enter information below (Recommended: An additional animal making an allowance for loss during the experiment)
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Working concentration: mg/ml;
Method for preparing DMSO master liquid: mg drug pre-dissolved in μL DMSO ( Master liquid concentration mg/mL, Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug. )
Method for preparing in vivo formulation: Take μL DMSO master liquid, next addμL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O, mix and clarify.
Method for preparing in vivo formulation: Take μL DMSO master liquid, next add μL Corn oil, mix and clarify.
Note: 1. Please make sure the liquid is clear before adding the next solvent.
2. Be sure to add the solvent(s) in order. You must ensure that the solution obtained, in the previous addition, is a clear solution before proceeding to add the next solvent. Physical methods such as vortex, ultrasound or hot water bath can be used to aid dissolving.
3. All of the above co-solvents are available for purchase on the GlpBio website.
Quality Control & SDS
- View current batch:
- Purity: >98.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
Average Rating: 5 (Based on Reviews and 30 reference(s) in Google Scholar.)
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