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Merck
CN

O2751

Sodium oxamate

≥98%

Synonym(s):

Aminooxoacetic acid sodium salt, Oxalic acid monoamide sodium salt, Oxamic acid sodium salt

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About This Item

Linear Formula:
NH2COCOONa
CAS Number:
Molecular Weight:
111.03
UNSPSC Code:
12352202
NACRES:
NA.77
PubChem Substance ID:
EC Number:
209-290-5
Beilstein/REAXYS Number:
6538153
MDL number:
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biological source

synthetic (organic)

Quality Level

assay

≥98%

form

powder

mp

300 °C

solubility

water: 50 mg/mL, clear, colorless

SMILES string

[Na+].NC(=O)C([O-])=O

InChI

1S/C2H3NO3.Na/c3-1(4)2(5)6;/h(H2,3,4)(H,5,6);/q;+1/p-1

InChI key

RQVZIJIQDCGIKI-UHFFFAOYSA-M

Application

Sodium oxamate has been used:
  • as one of the variable in flow injection analysis
  • in in vitro angiogenesis assay
  • to confirm the stimulatory role of stearic acid on lactate dehydrogenase mediated lactate production

Biochem/physiol Actions

Sodium oxamate influences the fatty acid metabolism. It might be useful for the treatment of diabetes.
Structural analog of pyruvate, inhibits L(+)-lactate dehydrogenase and derails the entire gluconeogenic pathway. Binding studies with lactate dehydrogenase; Mechanism of inhibition of mitochondrial pyruvate metabolism


Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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Articles

本页面介绍了一篇有关瓦博格效应的文章,以及其如何能够在正常氧气水平下,增强肿瘤细胞中葡萄糖向乳酸的转化。Otto Heinrich Warburg在1924年证明,癌细胞显示出对糖酵解的依赖性增加,以满足他们的能量需求,无论是否有充足的氧气存在。

Warburg effect enhances glucose to lactate conversion in tumor cells, regardless of oxygen levels; impacting cancer metabolism since 1924.


Joshua Marshall Thornburg et al.
Breast cancer research : BCR, 10(5), R84-R84 (2008-10-17)
Glycolysis is increased in breast adenocarcinoma cells relative to adjacent normal cells in order to produce the ATP and anabolic precursors required for survival, growth and invasion. Glycolysis also serves as a key source of the reduced form of cytoplasmic
Role of ATP during the initiation of microvascularization: acceleration of an autocrine sensing mechanism facilitating chemotaxis by inorganic polyphosphate
Muller Werner EG, et al.
The Biochemical Journal, 475(20), 3255-3273 (2018)
Stefania Arioli et al.
Frontiers in microbiology, 9, 2719-2719 (2018-11-27)
Streptococcus thermophilus DSM 20167T showed autolytic behavior when cultured in lactose- and sucrose-limited conditions. The amount of cell lysis induced was inversely related to the energetic status of the cells, as demonstrated by exposing cells to membrane-uncoupling and glycolysis inhibitors.



Global Trade Item Number

SKUGTIN
O2751-5G04061834227182
O2751-100G04061834227175
O2751-25G04061832948355