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Aminooxyacetic acid hemihydrochloride (Carboxymethoxylamine Hemihydrochloride) (Synonyms: Aminooxyacetate)

Catalog No.GC34064 Copy One-Click Copy Product Info

Aminooxyacetic acid hemihydrochloride (Carboxymethoxylamine Hemihydrochloride) is an inhibitor of the malate-aspartate shuttle (MAS) and γ-aminobutyric acid transaminase (GABA-T).

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Aminooxyacetic acid hemihydrochloride (Carboxymethoxylamine Hemihydrochloride) Chemical Structure

Cas No.: 2921-14-4

Size Price Stock Qty
10mM (in 1mL DMSO)
$44.00
In stock
500mg
$40.00
In stock
1g
$62.00
In stock

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Sample solution is provided at 25 µL, 10mM.



Description of Aminooxyacetic acid hemihydrochloride (Carboxymethoxylamine Hemihydrochloride)

Aminooxyacetic acid hemihydrochloride (Carboxymethoxylamine Hemihydrochloride) is an inhibitor of the malate-aspartate shuttle (MAS) and γ-aminobutyric acid transaminase (GABA-T). Aminooxyacetic acid hemihydrochloride blocks NADH transfer between mitochondria and the cytoplasm by interfering with malate-aspartate shuttle function. Aminooxyacetic acid hemihydrochloride can be used in studies related to energy metabolism, bioenergetic processes, GABA-related metabolic pathways in the nervous system, and cancer[1-4].

In vitro, Aminooxyacetic acid hemihydrochloride (5mM) treated rheumatoid arthritis fibroblast-like synoviocytes (RA-FLSs) for 36 hours. Aminooxyacetic acid hemihydrochloride significantly inhibited the malate-aspartate shuttle in RA-FLSs, thereby inhibiting ASIC1a-mediated migration and invasion of RA-FLSs[5]. Aminooxyacetic acid hemihydrochloride (0.5–2mM) treated RM-1 prostate cancer cells for 24 hours, significantly inhibiting cell proliferation, migration, and invasiveness, while reducing ATP levels and inducing apoptosis[6].

In vivo, Aminooxyacetic acid hemihydrochloride (5mg/kg; every 2 days) was administered intraperitoneally to ovariectomized C57BL/6J mice for 6 weeks. Aminooxyacetic acid hemihydrochloride effectively rescued bone loss[7]. After 16 weeks of N-nitrosodiethylamine/CCl4 treatment, Aminooxyacetic acid hemihydrochloride (5mg/kg; twice a week) was administered intraperitoneally to LKO mice for 16 weeks. Aminooxyacetic acid hemihydrochloride significantly inhibited tumor progression[8].

References:
[1] Wang C, Chen H, Zhang M, et al. Malate-aspartate shuttle inhibitor aminooxyacetic acid leads to decreased intracellular ATP levels and altered cell cycle of C6 glioma cells by inhibiting glycolysis. Cancer Lett. 2016 Aug 1;378(1):1-7.
[2] Pagliusi SR, Gomes C, Leite JR, et al. Aminooxyacetic acid induced accumulation of GABA in the rat brain. Interaction with GABA receptors and distribution in compartments. Naunyn Schmiedebergs Arch Pharmacol. 1983 Apr;322(3):210-5.
[3] Korangath P, Teo WW, Sadik H, et al. Targeting Glutamine Metabolism in Breast Cancer with Aminooxyacetate. Clin Cancer Res. 2015 Jul 15;21(14):3263-73.
[4] Katayama R, Nagata S, Iida H, et al. Possible role of cysteine-S-conjugate β-lyase in species differences in cisplatin nephrotoxicity. Food Chem Toxicol. 2011 Sep;49(9):2053-9.
[5] Hu W, Wang K, Dong Y, et al. RIPK3 promotes ASIC1a-mediated fibroblast-like synoviocyte migration and invasion via malate shuttle-driven mitochondrial respiration in rheumatoid arthritis. Theranostics. 2025 Aug 11;15(17):8719-8737.
[6] Teng H, Yang B, Su Y, et al. Aminooxyacetic acid hemihydrochloride leads to decreased intracellular ATP levels and altered cell cycle of prostate cancer cells by suppressing energy metabolism. Biomed Pharmacother. 2023 Nov;167:115605.
[7] Yang B, Su Y, Han S, et al. Aminooxyacetic acid hemihydrochloride inhibits osteoclast differentiation and bone resorption by attenuating oxidative phosphorylation. Front Pharmacol. 2022 Sep 30;13:980678.
[8] Xiang J, Chen C, Liu R, et al. Gluconeogenic enzyme PCK1 deficiency promotes CHK2 O-GlcNAcylation and hepatocellular carcinoma growth upon glucose deprivation. J Clin Invest. 2021 Apr 15;131(8):e144703.

Protocol of Aminooxyacetic acid hemihydrochloride (Carboxymethoxylamine Hemihydrochloride)

Cell experiment [1]:

Cell lines

RM-1 cells (mouse prostate cancer cell line)

Preparation Method

RM-1 cells were maintained in Dulbecco's modified Eagle's medium (DMEM) supplemented with 10% fetal bovine serum (FBS) and 1% penicillin/streptomycin (P/S) at 37°C, 5% CO₂, and 95% air humidity. RM-1 cells were treated with Aminooxyacetic acid hemihydrochloride (0.5-2mM).

Reaction Conditions

0.5–2mM; 24h

Applications

Aminooxyacetic acid hemihydrochloride significantly inhibited cell proliferation, migration, and invasiveness, decreased ATP levels, increased reactive oxygen species (ROS), halted the cell cycle phase, and triggered apoptosis. Aminooxyacetic acid hemihydrochloride decreased mitochondrial membrane potential and the ability to uptake glucose.

Animal experiment [2]:

Animal models

C57BL/6J mice

Preparation Method

Mice were ovariectomized (OVX) and, one week later, received intraperitoneal injections of Aminooxyacetic acid hemihydrochloride (5mg/kg) every 2 days for 6 weeks.

Dosage form

5mg/kg; i.p.; every 2 days for 6 weeks

Applications

Aminooxyacetic acid hemihydrochloride treatment effectively rescued bone loss, improved bone parameters (BV/TV, Tb.N, Tb.Sp), decreased serum CTXI level, and inhibited excessive osteoclastogenesis in OVX mice.

References:
[1] Teng H, Yang B, Su Y, et al. Aminooxyacetic acid hemihydrochloride leads to decreased intracellular ATP levels and altered cell cycle of prostate cancer cells by suppressing energy metabolism. Biomed Pharmacother. 2023 Nov;167:115605.
[2] Yang B, Su Y, Han S, et al. Aminooxyacetic acid hemihydrochloride inhibits osteoclast differentiation and bone resorption by attenuating oxidative phosphorylation. Front Pharmacol. 2022 Sep 30;13:980678.

Chemical Properties of Aminooxyacetic acid hemihydrochloride (Carboxymethoxylamine Hemihydrochloride)

Cas No. 2921-14-4 SDF
Synonyms Aminooxyacetate
Canonical SMILES OC(CON)=O.[H]Cl.OC(CON)=O
Formula NH2OCH2COOH · 0.5HCl M.Wt 109.3
Solubility DMSO : 42.9 mg/mL (392.50 mM) Storage 4°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.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table of Aminooxyacetic acid hemihydrochloride (Carboxymethoxylamine Hemihydrochloride)

Prepare stock solution
1 mg 5 mg 10 mg
1 mM 9.1491 mL 45.7457 mL 91.4913 mL
5 mM 1.8298 mL 9.1491 mL 18.2983 mL
10 mM 914.9 μL 4.5746 mL 9.1491 mL
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In vivo Formulation Calculator (Clear solution) of Aminooxyacetic acid hemihydrochloride (Carboxymethoxylamine Hemihydrochloride)

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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 saline, mix and clarify.

Method for preparing in vivo formulation: Take μL DMSO master liquid, next add μL Corn oil, mix and clarify.

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Review for Aminooxyacetic acid hemihydrochloride (Carboxymethoxylamine Hemihydrochloride)

Average Rating: 5 ★★★★★ (Based on Reviews and 22 reference(s) in Google Scholar.)

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