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O2751

Sigma-Aldrich

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:
565-73-1
Molecular Weight:
111.03
Beilstein:
6538153
EC Number:
209-290-5
MDL number:
MFCD00044553
UNSPSC Code:
12352202
PubChem Substance ID:
24278607
NACRES:
NA.77

biological source

synthetic (organic)

Quality Level

200

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
Otic Antiinfectives-Advances in Research and Application, 56-56 (2013)
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
Black Inventors: Crafting Over 200 Years of Success, 5(20), 13092-13092 (2012)
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Articles

Aerobic Glycolysis and the Warburg Effect

We presents an article about the Warburg effect, and how it is the enhanced conversion of glucose to lactate observed in tumor cells, even in the presence of normal levels of oxygen. Otto Heinrich Warburg demonstrated in 1924 that cancer cells show an increased dependence on glycolysis to meet their energy needs, regardless of whether they were well-oxygenated or not.

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