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349631

Sigma-Aldrich

Dimethyl 2-oxoglutarate

96%

Sinônimo(s):

Dimethyl α-ketoglutarate

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About This Item

Fórmula linear:
CH3O2CCH2CH2COCO2CH3
Número CAS:
13192-04-6
Peso molecular:
174.15
Número MDL:
MFCD00048052
Código UNSPSC:
12352100
ID de substância PubChem:
24861693
NACRES:
NA.22

Nível de qualidade

100

Ensaio

96%

forma

liquid

índice de refração

n20/D 1.439 (lit.)

pb

90-95 °C/0.4 mmHg (lit.)

densidade

1.203 g/mL at 25 °C (lit.)

cadeia de caracteres SMILES

COC(=O)CCC(=O)C(=O)OC

InChI

1S/C7H10O5/c1-11-6(9)4-3-5(8)7(10)12-2/h3-4H2,1-2H3

chave InChI

TXIXSLPEABAEHP-UHFFFAOYSA-N

Categorias relacionadas

Descrição geral

Dimethyl 2-oxoglutarate is a key intermediate formed during the Krebs cycle and an important nitrogen transporter in the biological metabolic pathways. The electrochemical behavior of dimethyl-2-oxoglutarate has been investigated by cyclic voltammetry, square wave voltammetry and differential pulse voltammetry using a glassy carbon electrode.

Aplicação

Dimethyl 2-oxoglutarate can undergo cylocondensation with dinucleophiles, such as 1,2-phenylenediamine, 2-aminophenol and 2-aminobenzenethiol to form novel heterocycles.
Dimethyl 2-oxoglutarate may be used to synthesize the conformationally constrained PNA (peptide nucleic acid) -monomer capable of binding thymine in a triplex motif. It may be used in the synthesis of 4-aryl kainic acid analogs, via highly stereoselective Michael addition reaction with nitrostyrene.

Código de classe de armazenamento

10 - Combustible liquids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

Eyeshields, Gloves

Certificados de análise (COA)

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α-Ketoglutaric acid sodium salt BioUltra

Sigma-Aldrich

K2010

α-Ketoglutaric acid sodium salt

Methyl pyruvate 90%, technical grade

Sigma-Aldrich

371173

Methyl pyruvate

DBE-4 dibasic ester 98%

Sigma-Aldrich

112755

DBE-4 dibasic ester

α-Ketoglutaric acid ≥98.5% (NaOH, titration)

Sigma-Aldrich

K1750

α-Ketoglutaric acid

Afzal Shah et al.
Bioelectrochemistry (Amsterdam, Netherlands), 77(2), 145-150 (2009-09-22)
The electrochemical behaviour of dimethyl-2-oxoglutarate (MOG), a key intermediate in the Krebs cycle and an important nitrogen transporter in the metabolic pathways in biological processes, was investigated by cyclic voltammetry, square wave voltammetry and differential pulse voltammetry using a glassy
Organic syntheses based on 2?oxoglutaric acid. V. Syntheses of novel 2H?1, 4?benzothiazines and a 2, 5?dihydro?1, 5?benzothiazepine.
Blitzke T, et al.
Journal of Heterocyclic Chemistry, 34(2), 453-455 (1997)
Daniela Gaglio et al.
Molecular systems biology, 7, 523-523 (2011-08-19)
Oncogenes such as K-ras mediate cellular and metabolic transformation during tumorigenesis. To analyze K-Ras-dependent metabolic alterations, we employed ¹³C metabolic flux analysis (MFA), non-targeted tracer fate detection (NTFD) of ¹⁵N-labeled glutamine, and transcriptomic profiling in mouse fibroblast and human carcinoma
Yuan Cao et al.
Theranostics, 7(12), 3021-3033 (2017-08-26)
Increased glutamine metabolism is a hallmark of cancer. Mitochondrial glutamic pyruvate transaminase (GPT2) catalyzes the reversible transamination between alanine and α-ketoglutarate (α-KG), also known as 2-oxoglutarate, to generate pyruvate and glutamate during cellular glutamine catabolism. However, the precise role of
An efficient synthesis of 4-aryl kainic acid analogs.
Maeda H, et al.
Tetrahedron, 55(4), 943-954 (1999)
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