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Merck

349631

Sigma-Aldrich

2-酮戊二酸二甲酯

96%

别名:

α-酮戊二酸二甲酯

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About This Item

线性分子式:
CH3O2CCH2CH2COCO2CH3
CAS号:
分子量:
174.15
MDL號碼:
分類程式碼代碼:
12352100
PubChem物質ID:
NACRES:
NA.22

品質等級

化驗

96%

形狀

liquid

折射率

n20/D 1.439 (lit.)

bp

90-95 °C/0.4 mmHg (lit.)

密度

1.203 g/mL at 25 °C (lit.)

SMILES 字串

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

InChI 密鑰

TXIXSLPEABAEHP-UHFFFAOYSA-N

一般說明

2-氧戊二酸二甲酯是在Krebs循环期间形成的关键中间体,并且是生物代谢途径中的重要氮转运子。2-氧戊二酸二甲酯的电化学行为已通过循环伏安法、方波伏安法和使用玻碳电极的差分脉冲伏安法进行了研究。

應用

2-氧代戊二酸二甲酯可以与双亲核物,如1,2-苯二胺、2-氨基苯酚和2-氨基苯硫醇,进行环缩合以形成新的杂环。
2-氧戊二酸二甲酯可用于合成构象受限的PNA(肽核酸)单体,该单体能够在三重基序中结合胸腺嘧啶。它可以通过与硝基苯乙烯的高度立体选择性Michael加成反应,合成4-芳基红藻氨酸类似物。

儲存類別代碼

10 - Combustible liquids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

Eyeshields, Gloves


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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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Sigma article discusses tumor cell metabolic pathways, focusing on aerobic glycolysis and mitochondrial activity.

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