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O2751

Sigma-Aldrich

Sodium oxamate

≥98%

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Synonym(s):
Aminooxoacetic acid sodium salt, Oxalic acid monoamide sodium salt, Oxamic acid sodium salt
Linear Formula:
NH2COCOONa
CAS Number:
Molecular Weight:
111.03
Beilstein/REAXYS Number:
6538153
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.77

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

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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_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Otic Antiinfectives-Advances in Research and Application, 56-56 (2013)
Black Inventors: Crafting Over 200 Years of Success, 5(20), 13092-13092 (2012)
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
Huo-Lei Peng et al.
Photochemistry and photobiology, 93(5), 1193-1203 (2017-04-10)
Fluorescence of Reduced Nicotinamide Adenine Dinucleotide (NADH) is extensively employed in studies of oxidoreductases. A substantial amount of static and kinetic work has focused on the binding of pyruvate or substrate mimic oxamate to the binary complex of lactate dehydrogenase
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)

Articles

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

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