Oxamic acid, 98%

Product Introduction

Oxamic acid (CAS 471-47-6), also known as aminooxoacetic acid or oxalic acid monoamide, is a simple amino acid derivative with the chemical formula C₂H₃NO₃. As an amino-substituted derivative of glyoxylic acid, oxamic acid holds significant value in biochemical and pharmaceutical research, particularly recognized as an inhibitor of lactate dehydrogenase (LDH).

Mechanism of Action

Oxamic acid is a specific inhibitor of lactate dehydrogenase (LDH), particularly the LDH-A isoform. Its mechanism involves competitive inhibition of the LDH active site, blocking the conversion of pyruvate to lactate, thereby interfering with cellular glycolytic metabolism. This intervention in tumor cell energy metabolism makes it an important tool compound in cancer metabolism research.

Typical Applications

1.Cancer Metabolism Research

Oxamic acid, as an LDH-A inhibitor, is widely used in studies of tumor metabolic reprogramming. Research has shown that oxamic acid inhibits proliferation, migration, and invasion of ovarian cancer A2780 and SKOV3 cells. In nasopharyngeal carcinoma CNE-1 and CNE-2 cells, oxamic acid inhibits cell proliferation in a dose- and time-dependent manner, induces G2/M phase cell cycle arrest, and promotes apoptosis through caspase-3 activation and mitochondrial pathways.

2.Enzyme Kinetics & Inhibition Mechanism Studies

Oxamic acid and its derivatives are used to study selective inhibition of LDH isoenzymes. Studies have found that N-substituted oxamic acid derivatives exhibit selective inhibition against mouse LDHx, with DL-N-secbutyl oxamate showing 31-fold higher affinity for LDHx than LDH-5, and 36-fold higher than LDH-1.

3.Combination Therapy Research

Oxamic acid enhances the antitumor effect of PARP inhibitors in BRCA mutation-negative ovarian cancer cells. When combined with radiotherapy, sodium oxamate (750 mg/kg, intraperitoneal injection) improves in vivo tumor inhibition efficacy.

4.Materials Science Applications

Oxamic acid serves as an organic ligand for preparing functionalized metal oxide nanoparticles for various biological applications. Together with p-aminobenzoic acid, oxamic acid is used to functionalize gold nanoparticles for developing colorimetric sensors for Fe³⁺ ion detection.

5.Organic Synthesis Applications
Oxamic acid can be used as a reactant with ammonium persulfate in DMSO for direct C–H carbamoylation to prepare 6-phenanthridinecarboxamides.

Detection conditions depend entirely on the enzyme-coupled system used.

Advantages in Enzyme Assays

• Specific inhibition of lactate dehydrogenase (LDH) activity
• Enables straightforward measurement of enzyme kinetics
• Cost-effective tool for metabolic and glycolysis studies
• Well-documented in LDH inhibition and metabolic research literature

Product Features

• Selective Target Inhibition: Specific inhibition against LDH-A
• Multiple Research Applications: Covers cancer metabolism, enzymology, materials science, and more
• Good Water Solubility: Soluble in water (108 mg/mL), convenient for in vitro experimental preparation
• Extensive Literature Support: Widely reported in oncology, metabolic disease, and other research fields

Related Research Areas

• As an LDH inhibitor, oxamic acid is commonly associated with the following research directions:
• Warburg effect studies
• Tumor metabolic reprogramming
• Glycolysis pathway regulation
• Combination therapy and radiosensitization
• Nanobiosensor development

Storage & Handling Recommendations

• Store in a cool place. Keep container tightly closed in a dry and well ventilated place. Containers which are opened must be carefully resealed and kept upright to prevent leakage.
• Keep sealed, avoid contact with oxidizing agents
• Personal protection: N95 mask, goggles, and gloves recommended during handling