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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

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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Stearic acid induces proinflammatory cytokine production partly through activation of lactate-HIF1alpha pathway in chondrocytes
Miao H, et al.
Scientific Reports, 5(20), 13092-13092 (2015)
Enzymatic determination of bicarbonate in serum by flow injection analysis
Quiles R, et al.
Clinica Chimica Acta; International Journal of Clinical Chemistry, 235(2), 169-177 (1995)
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)
Black Inventors: Crafting Over 200 Years of Success, 5(20), 13092-13092 (2012)
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