5699-58-1

Usage

Uses

Used in Diagnostic Applications:
2,4-dioxovaleric acid is used as a diagnostic agent for Parkinson's disease, helping to identify and monitor the progression of the condition.
Used in Metabolic Processes:
In muscle, 2,4-dioxovaleric acid is involved in the conversion of pyruvic acid to lactic acid during exertion, which is then reoxidized and partially retransformed to glycogen during rest.
Used in Liver Metabolism:
In the liver, 2,4-dioxovaleric acid plays a role in the conversion of pyruvic acid to alanine through amination, contributing to the regulation of amino acid levels in the body.

InChI:InChI=1/C5H6O4/c1-3(6)2-4(7)5(8)9/h2H2,1H3,(H,8,9)/p-1

Upstream product

• 615-79-2 ethyl 2,4-diketopentanoate 
• 20577-61-1 methyl 2,4-dioxopentanoate 
• 45014-40-2 (Z)-4-(Cyanomethyl-amino)-2-oxo-pent-3-enoic acid 

Downstream Products

• 63024-81-7 4-acetyl-5-phenyl-dihydro-furan-2,3-dione 
• 120800-48-8 1-acetyl-5-methyl-1H-pyrazole-3-carboxylic acid 
• 861557-11-1 2,4-dioxo-valeric acid-(N-methyl-anilide) 
• 10199-57-2 5-methyl-1-phenyl-1H-pyrazole-3-carboxylic acid 
• 25016-17-5 5-methyl-2H-pyrazole-3-carboxylic acid methyl ester 
• 6453-44-7 1-phenyl-1H-pyrazole-3,5-dicarboxylic acid 
• 503300-35-4 acetoacetanilide 
• 124-38-9 carbon dioxide 
• 144-62-7 oxalic acid 
• 67-64-1 acetone 
• 64-19-7 acetic acid 
• 54031-97-9 2-Hydroxy-4-oxopentanoic acid 
• 618101-88-5 1-(4-bromophenyl)-3-methyl-1H-pyrazole-5-carboxylic acid 
• 1136-76-1 3-methyl-1-phenyl-1H-pyrazole-5-carboxylic acid 

Relevant academic research and scientific papers

The hydratase activity of malonate semialdehyde decarboxylase: Mechanistic and evolutionary implications

Malonate semialdehyde decarboxylase (MSAD) is a member of the tautomerase superfamily, a group of structurally homologous proteins that have a characteristic β-α-β-fold and a catalytic amino-terminal proline. In addition to its physiological decarboxylase activity, the conversion of malonate semialdehyde to acetaldehyde and carbon dioxide, the enzyme has now been found to display a promiscuous hydratase activity, converting 2-oxo-3-pentynoate to acetopyruvate, with a kcat/Km value of 6.0 × 102 M-1 s-1. Pro-1 and Arg-75 are critical for both activities, and the pKa of Pro-1 was determined to be ～9.2 by a direct 15N NMR titration. These observations implicate a decarboxylation mechanism in which Pro-1 polarizes the carbonyl oxygen of substrate by hydrogen bonding and/or an electrostatic interaction. Arg-75 may position the carboxylate group into a favorable orientation for decarboxylation. Both the hydratase activity and the pKa value of Pro-1 are shared with trans-3-chloroacrylic acid dehalogenase, another tautomerase superfamily member that precedes MSAD in a bacterial degradation pathway for trans-1,3-dichloropropene. Hence, MSAD and CaaD could have evolved by divergent evolution from a common ancestral protein, retaining the necessary catalytic components for the conjugate addition of water. Copyright

Discovery of α,γ-Diketo Acids as Potent Selective and Reversible Inhibitors of Hepatitis C Virus NS5b RNA-Dependent RNA Polymerase

α,γ-Diketo acids (DKA) were discovered from screening as selective and reversible inhibitors of hepatitis C virus NS5b RNA-dependent RNA polymerase. The diketo acid moiety proved essential for activity, while substitution on the γ position was necessary for selectivity and potency. Optimization led to the identification of a DKA inhibitor of NS5b polymerase with IC50 = 45 nM, one of the most potent HCV NS5b polymerase inhibitors reported.

Synthesis, structure and antitumor activity of a new water-soluble platinum complex, (1R,2R-cyclohexanediamine-N,N')[2-hydroxy-4-oxo-2-pentenoato(2-)-O2]p latinum(II)

The reaction of dihydroxo(1R,2R-cyclohexanediamine)platinum(II) with 2,4-dioxopentanoic acid gave a water-soluble complex, (1R,2R-cyclohexanediamine-N,N')[2-hydroxy-4-oxo-2-pentenoato(2-)-O2]p latinum(II). The structure of the complex was determined by X-ray crystal analysis. The data indicated a chelation of the acetylacetonato part of 2,4-dioxo-pentanoic acid to platinum(II). The complex showed moderate antitumor activity against murine leukemia L1210 in mice (T/C = 195% at a dose of 200 mg/kg) and high activity against cisplatin-resistant L1210 leukemia (T/C = 275% at a dose of 25 mg/kg).