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Hydroxylamine, O-(carboxymethyl)-

Names

[ CAS No. ]:
645-88-5

[ Name ]:
Hydroxylamine, O-(carboxymethyl)-

[Synonym ]:
MFCD01671589

Biological Activity

[Description]:

Aminooxyacetic acid (Carboxymethoxylamine) is a malate-aspartate shuttle (MAS) inhibitor. Aminooxyacetic acid also inhibits the GABA degradating enzyme GABA-T.

[Related Catalog]:

Research Areas >> Cancer
Signaling Pathways >> Membrane Transporter/Ion Channel >> GABA Receptor
Signaling Pathways >> Neuronal Signaling >> GABA Receptor

[Target]

MAS[1], GABA-T[2]


[In Vitro]

Aminooxyacetic acid (AOAA) 剂量依赖性地降低 C6 神经胶质瘤细胞的存活。Aminoxyacetic acid 处理使停滞在 G0/G1 期的细胞百分比显着增加，并使处于 S 期和 G2/M 期的细胞百分比显着降低。Aminoxyacetic acid 处理导致处于细胞分裂期的细胞数量明显减少。Aminoxyacetic acid 显着增加早期细胞凋亡和坏死的百分比。用 1mM 或 5mM Aminoxyacetic acid 处理细胞可降低细胞老化水平[1]。与谷氨酰胺依赖性较低的细胞相比，Aminoxyacetic acid (AOA) 对谷氨酰胺依赖性细胞系生长的抑制作用更大[3]。

[In Vivo]

GABA 在小脑和整个大脑中的积累最初非常迅速，在注射 Aminooxyacetic acid (AOAA) 后 5 分钟就已经显著增加。Aminooxyacetic acid 处理后 2 至 6 小时，GABA 快速的初始积累逐渐变慢并达到最大水平（对照水平的 400 至 600%）。Aminooxyacetic acid 处理后 24 小时，GABA 水平升高了约 250%。Aminooxyacetic acid 处理后 2-6小时，惊厥完全阻断。Aminooxyacetic acid 处理后 24 小时，惊厥与对照组几乎相同[2]。

[References]

[1]. Wang C, 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, 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, et al. Targeting Glutamine Metabolism in Breast Cancer with Aminooxyacetate. Clin Cancer Res. 2015 Jul 15;21(14):3263-73.  

Chemical & Physical Properties

[ Density]:
1.375g/ml

[ Boiling Point ]:
327℃

[ Melting Point ]:
138℃

[ Molecular Formula ]:
C2H5NO3

[ Molecular Weight ]:
91.07

[ Flash Point ]:
151℃

[ Exact Mass ]:
90.01910

[ PSA ]:
75.38000

Safety Information

[ Hazard Codes ]:
Xi

Precursor & DownStream

Precursor

DownStream

Related Compounds