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Merck
CN

333115

Sigma-Aldrich

2-异丙基苹果酸

98%

别名:

2-羟基-2-异丙基琥珀酸

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About This Item

线性分子式:
HO2CCH2C[CH(CH3)2](OH)CO2H
CAS号:
分子量:
176.17
MDL编号:
UNSPSC代码:
12352100
PubChem化学物质编号:
NACRES:
NA.22

质量水平

方案

98%

mp

144-146 °C (lit.)

官能团

carboxylic acid
hydroxyl

SMILES字符串

CC(C)C(O)(CC(O)=O)C(O)=O

InChI

1S/C7H12O5/c1-4(2)7(12,6(10)11)3-5(8)9/h4,12H,3H2,1-2H3,(H,8,9)(H,10,11)

InChI key

BITYXLXUCSKTJS-UHFFFAOYSA-N

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一般描述

2-异丙基苹果酸是亮氨酸生物合成过程中形成的中间体。芽殖酵母 酿酒酵母 分泌 2-异丙基苹果酸,并通过与AI离子形成螯合物来帮助降低铝毒性,从而阻止铝进入细胞。

应用

采用基于 GC/MS 的人血清代谢组学方法,以 2-异丙基苹果酸作为胰腺癌诊断模型的内标物。

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

dust mask type N95 (US), Eyeshields, Gloves


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分析证书(COA)

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Taisuke Suzuki et al.
Biological trace element research, 120(1-3), 257-263 (2007-10-06)
The budding yeast Saccharomyces cerevisiae secretes 2-isopropylmalic acid (2-iPMA), an intermediate in leucine biosynthesis. Because 2-iPMA binds Al(III) in the culture medium, it is thought to reduce toxicity by Al(III). The effects of 2-iPMA and malic acid (MA) on Al
Carlo M T Marobbio et al.
The Journal of biological chemistry, 283(42), 28445-28453 (2008-08-07)
In Saccharomyces cerevisiae, alpha-isopropylmalate (alpha-IPM), which is produced in mitochondria, must be exported to the cytosol where it is required for leucine biosynthesis. Recombinant and reconstituted mitochondrial oxalacetate carrier (Oac1p) efficiently transported alpha-IPM in addition to its known substrates oxalacetate
Satoshi Takemoto et al.
Animal science journal = Nihon chikusan Gakkaiho, 88(12), 1970-1978 (2017-07-20)
Long-distance transportation is sometimes inevitable in the beef industry because of the geographic separation of major breeding and fattening areas. Long-distance transportation negatively impacts production and health of cattle, which may, at least partly, result from the disturbance of metabolism
Shozo Tomonaga et al.
Animal science journal = Nihon chikusan Gakkaiho, 89(2), 448-455 (2017-11-21)
Exposure to high ambient temperature is detrimental to the poultry industry. To understand the influence from a metabolic perspective, we investigated the effects of exposure to high ambient temperature on plasma low-molecular-weight metabolite levels in chicks using gas chromatography/mass spectrometry-based
J Y Sze et al.
Science (New York, N.Y.), 258(5085), 1143-1145 (1992-11-13)
In the absence of the leucine biosynthetic precursor alpha-isopropylmalate (alpha-IPM), the yeast LEU3 protein (Leu3p) binds DNA and acts as a transcriptional repressor in an in vitro extract. Addition of alpha-IPM resulted in a dramatic increase in Leu3p-dependent transcription. The

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