10191-25-0

Usage

Uses

Used in Pharmaceutical Industry:
3-OxopentanoicAcid is used as an intermediate in the synthesis of various pharmaceutical compounds. Its unique structure allows it to be a key component in the development of drugs targeting specific diseases and conditions.
Used in Metabolic Studies:
3-OxopentanoicAcid is used as a urinary metabolite of isoleucine, an essential branched-chain amino acid. It is found in patients with methylmalonic and proprionic acidemia, which are inherited metabolic disorders. The presence of 3-oxopentanoic acid in urine can be used as a diagnostic marker for these conditions, helping healthcare professionals to identify and monitor the progress of the diseases.
Used in Biochemical Research:
3-OxopentanoicAcid is used as a research tool in biochemical studies, particularly in understanding the metabolic pathways and enzyme mechanisms involved in the breakdown and synthesis of various compounds. Its reactivity and structural features make it a valuable compound for investigating enzyme specificity and substrate preferences.
Used in Nutritional Supplements:
3-OxopentanoicAcid can be used as a component in nutritional supplements, particularly those designed to support amino acid metabolism and overall health. Its role in the metabolism of isoleucine and its potential involvement in the synthesis of other essential compounds make it a valuable addition to dietary supplements.

InChI:InChI=1/C5H8O3/c1-2-4(6)3-5(7)8/h2-3H2,1H3,(H,7,8)

Upstream product

• 328-50-7 α-ketoglutaric acid 
• 42482-20-2 3-hydroxyvaleric acid 
• 30414-53-0 methyl propanoyl acetate 
• 124-38-9 carbon dioxide 
• 78-93-3 butanone 
• 2033-24-1 cycl-isopropylidene malonate 
• 802294-64-0 propionic acid 
• 66696-76-2 5-(1-hydroxypropylidene)-2,2-dimethyl-[1,3]dioxane-4,6-dione 
• 4949-44-4 ethyl propanoylacetate 
• 33400-61-2 t-Butyl 3-oxopentanoate 

Downstream Products

• 30414-53-0 methyl propanoyl acetate 
• 37038-75-8 1-hydroxy-1-phenylpentan-3-one 
• 53538-53-7 (3R)-3-hydroxypentanoic acid 
• 79516-59-9 (3S)-3-hydroxypentanoic acid 
• 42558-50-9 methyl (3R)-3-hydroxypentanoate 
• 90482-23-8 1-cyclopropyl-pentane-1,3-dione 
• 1459141-01-5 C₁₉H₁₉NO₃ 
• 1311158-29-8 5-ethylpyranomalvidin-3-glucoside 
• 1097045-91-4 5-ethyl-1-(4-nitrophenyl)-1H-1,2,3-triazole-4-carboxylic acid 
• 88192-98-7 myxopyronin A 
• 124-38-9 carbon dioxide 
• 802294-64-0 propionic acid 
• 56072-29-8 1-hydroxy-1-(4-nitrophenyl)-pentan-3-one 
• 100886-24-6 4-methyl-5-oxo-3-phenyl-cyclohex-3-enecarboxylic acid 

Relevant academic research and scientific papers

Carboxylation of Ketones Using Triethylamine and Magnesium Halides

Procedures for the carboxylation of ketones with carbon dioxide at atmospheric pressure in the presence of magnesium halides and triethylamine are described.A variety of ketones are converted to the corresponding β-keto acids in satisfactory yields by using magnesium chloride-sodium iodide mixtures in acetonitrile.This carboxylation reaction exhibits little regioselectivity with 2-butanone.

Discovery and Engineering of Pathways for Production of α-Branched Organic Acids

Cell-based synthesis offers many opportunities for preparing small molecules from simple renewable carbon sources by telescoping multiple reactions into a single fermentation step. One challenge in this area is the development of enzymatic carbon-carbon bond forming cycles that enable a modular disconnection of a target structure into cellular building blocks. In this regard, synthetic pathways based on thiolase enzymes to catalyze the initial carbon-carbon bond forming step between acyl coenzyme A (CoA) substrates offer a versatile route for biological synthesis, but the substrate diversity of such pathways is currently limited. In this report, we describe the identification and biochemical characterization of a thiolase-ketoreductase pair involved in production of branched acids in the roundworm, Ascaris suum, that demonstrates selectivity for forming products with an α-methyl branch using a propionyl-CoA extender unit. Engineering synthetic pathways for production of α-methyl acids in Escherichia coli using these enzymes allows the construction of microbial strains that produce either chiral 2-methyl-3-hydroxy acids (1.1 ± 0.2 g L-1) or branched enoic acids (1.12 ± 0.06 g L-1) in the presence of a dehydratase at 44% and 87% yield of fed propionate, respectively. In vitro characterization along with in vivo analysis indicates that the ketoreductase is the key driver for selectivity, forming predominantly α-branched products even when paired with a thiolase that highly prefers unbranched linear products. Our results expand the utility of thiolase-based pathways and provide biosynthetic access to α-branched compounds as precursors for polymers and other chemicals.

A new protocol for a regioselective aldol condensation as an alternative convenient synthesis of β-ketols and α,β-unsaturated ketones

A general and convenient synthesis of β-ketols and α,β-alkenones has been achieved by a Knoevenagel condensation of a β-ketoacid with an aldehyde in aqueous medium. Saponification of a β-ketoester by an aqueous KOH 10% solution gives the potassium salt of the β-ketoacid, which is condensed in situ with an aldehyde at pH 7.8-8.0, at 60 °C for 5-6 h. The intermediate β-ketocarboxylate is smoothly decarboxylated in the reaction medium, giving the β-ketol in high yield (75-90%). Acidification of the reaction mixture at pH 1 and heating at 70 °C under vigorous stirring for 6 h, leads directly to the corresponding α,β-unsaturated ketone in good yield (65-75%).

SYNTHESIS OF BOTH THE ENANTIOMERS OF THE HETEROCYCLIC PHEROMONES ISOLATED FROM THE MALE SWIFT MOTH HEPIALUS HECTA L.

Both the enantiomers of the following three main components of the pheromone blend of the male swift moth Hepialus hecta L. were synthesized in highly optically pure state starting from chiral building blocks of microbial origin: (i) 6-ethyl-2-methyl-2,3-dihydro-4H-pyran-4-one, (ii) 1,8-dimethyl-3-ethyl-2,9-dioxabicyclonon-7-en-6-one and (iii) 1,8-dimethyl-3-ethyl-2,9-dioxabicyclonon-7-ene.

Antibacterial agents: high-potency myxopyronin derivatives

The invention provides compounds of Formula (I) and pharmaceutically acceptable salts thereof, wherein Ya, Yb, R1, R2, and G are as described in the specification, as well as compositions comprising a compound of formula (I). The compounds are useful as inhibitors of bacterial RNA polymerase and as antibacterial agents.

ANTIBACTERIAL AGENTS: SIDECHAIN-FLUORINATED MYXOPYRONIN DERIVATIVES

The invention provides compounds of Formula I: and pharmaceutically acceptable salts thereof, wherein R1, R2, R3, R4, R5, and G are as described in the specification, as well as compositions comprising a compound of formula I, methods of making such compounds, and methods of using such compounds, e.g., as inhibitors of bacterial RNA polymerase and as antibacterial agents.

Organocatalyzed asymmetric synthesis of morphans

A general effective organocatalyzed synthesis of enantioenriched morphans with up to 92% ee was developed. The morphan scaffold was constructed in a one-pot tandem asymmetric organocatalyzed Michael addition followed by a domino Robinson annulation/aza-Michael intramolecular reaction sequence from easily available starting materials.

Synthesis of a new pyranoanthocyanin dimer linked through a methyl-methine bridge

Two new anthocyanin-derived compounds corresponding to the ethylpyranomalvidin-3-glucoside and the pyranomalvidin-3-glucoside dimer linked through a methyl-methine bridge were synthesized for the first time and their structure characterized by LC-DAD/MS a

Studies with pyridazines and condensed pyridazines: Routes for synthesis of 3-amino-5-aryl-2,5-dihydro-pyridazine, 10aH-pyridazino[1,6-a]quinazoline and thieno[3,4-d]pyridazinone

(Chemical Equation Presented) Novel routes to 3-aminopyridazines, 10aH-pyridazino[1,6-a]quinazoline and, thieno[3,4-d]pyridazine utilizing the reaction of 2-oxobutanal-1-arylhydrazones 3a,b with α,β-unsaturated nitriles are described. Condensation of 3 wi

SILVER β-KETOCARBOXYLATE, MATERIAL COMPRISING THE SAME FOR FORMING SILVER METAL, AND USE THEREOF

A new material from which silver metal can be rapidly formed even at a temperature as low as about 210°C or below. The material for silver metal formation comprises a silver β-ketocarboxylate. Heating this forming material can rapidly form silver metal even at a temperature as low as about 210°C or below. Examples of the silver β-ketocarboxylate include silver isobutyrylacetate, silver benzoylacetate, silver acetoacetate, silver propionylacetate, silver α-methylacetoacetate, and silver α-ethylacetoacetate.