349631
2-酮戊二酸二甲酯
96%
别名:
α-酮戊二酸二甲酯
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关于此项目
线性分子式:
CH3O2CCH2CH2COCO2CH3
化学文摘社编号:
分子量:
174.15
MDL编号:
UNSPSC代码:
12352100
PubChem化学物质编号:
NACRES:
NA.22
质量水平
方案
96%
表单
liquid
折射率
n20/D 1.439 (lit.)
沸点
90-95 °C/0.4 mmHg (lit.)
密度
1.203 g/mL at 25 °C (lit.)
官能团
ester
ketone
SMILES字符串
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 key
TXIXSLPEABAEHP-UHFFFAOYSA-N
一般描述
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。
应用
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。
储存分类代码
10 - Combustible liquids
WGK
WGK 3
闪点(°F)
Not applicable
闪点(°C)
Not applicable
个人防护装备
Eyeshields, Gloves
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
Anne Goldbech Olsen et al.
Nucleosides, nucleotides & nucleic acids, 22(5-8), 1331-1333 (2003-10-21)
To expand the triplex recognition repertoire of Nucleic Acids, novel nucleobases that recognize thymine in a T-A base pair are still required. A novel conformationally constrained PNA-monomer (II) capable of binding T in a triplex motif was designed and synthesized
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
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
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)
商品
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Sigma article discusses tumor cell metabolic pathways, focusing on aerobic glycolysis and mitochondrial activity.
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