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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:
13192-04-6
分子量:
174.15
MDL编号:
MFCD00048052
UNSPSC代码:
12352100
PubChem化学物质编号:
24861693
NACRES:
NA.22

质量水平

100

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

相关类别

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

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
STBD7573V
STBF1024V
STBD6981V
STBD5556V
STBD1443V

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An efficient synthesis of 4-aryl kainic acid analogs.
Maeda H, et al.
Tetrahedron, 55(4), 943-954 (1999)
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
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
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