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Pyruvic acid (2-Oxopropanoic acid) Sale

(Synonyms: 丙酮酸; Acetylformic acid) 目录号 : GC30192 复制 一键复制产品信息

Pyruvic acid (2-Oxopropanoic acid)是一种重要的有机化学中间体,也是聚合物的潜在前体。

Pyruvic acid (2-Oxopropanoic acid) Chemical Structure

Cas No.:127-17-3

规格 价格 库存 购买数量
10mM (in 1mL DMSO)
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500mg
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5g
¥400.00
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10g
¥576.00
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25g
¥784.00
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50g
¥1,020.00
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Description

Pyruvic acid (2-Oxopropanoic acid), an important organic chemical intermediate, is a potential precursor for polymers [1]. Pyruvic acid is converted into carbohydrates through gluconeogenesis, which are further transformed into fatty acids/energy, and ultimately into amino acids, such as alanine and ethanol[2]. Pyruvic acid combines the keratolytic effect of α-keto acids and the humectant effects of lactic acid, and has been widely used as a topical peeling agent to mitigate acne [3].

In vitro, Pyruvic acid treatment (1mM) for 8 hours significantly inhibited Cu2+/Zn2+-induced cell death in GT1-7 cells, alleviated mitochondrial damage, and reduced the release of cytochrome c into the cytoplasm[4]. Treatment with 10mM Pyruvic acid for 24 hours significantly increased the survival of N-2A cells under 500µM H₂O₂ conditions[5]. Pyruvic acid treatment at 5mM for 48 hours significantly reduced the tyrosinase activity in B16F10 cells, induced GSK3β phosphorylation, and activated the PI3K/AKT signaling pathway, thereby leading to a decrease in melanin synthesis[6].

In vivo, Pyruvic acid treatment via intraperitoneal injection at a single dose of 1g/kg 15 minutes before administering sodium sulfide (100mg/kg; i.p.) significantly reduced the mortality rate of mice[7].

References:
[1] Maleki N, Eiteman M A. Recent progress in the microbial production of pyruvic acid[J]. Fermentation, 2017, 3(1): 8.
[2] Pal D, Keshav A, Mazumdar B, et al. Production and recovery of pyruvic acid: recent advances[J]. Journal of The Institution of Engineers (India): Series E, 2017, 98(2): 165-175.
[3] Cotellessa C, Manunta T, Ghersetich I, et al. The use of pyruvic acid in the treatment of acne[J]. Journal of the European Academy of Dermatology and Venereology, 2004, 18(3): 275-278.
[4] Tanaka K, Shimoda M, Kawahara M. Pyruvic acid prevents Cu2+/Zn2+-induced neurotoxicity by suppressing mitochondrial injury[J]. Biochemical and biophysical research communications, 2018, 495(1): 1335-1341.
[5] Mazzio E, Soliman K F A. Pyruvic acid cytoprotection against 1-methyl-4-phenylpyridinium, 6-hydroxydopamine and hydrogen peroxide toxicities in vitro[J]. Neuroscience Letters, 2003, 337(2): 77-80.
[6] Zhou S, Sakamoto K. Pyruvic acid/ethyl pyruvate inhibits melanogenesis in B16F10 melanoma cells through PI3K/AKT, GSK3β, and ROS‐ERK signaling pathways[J]. Genes to Cells, 2019, 24(1): 60-69.
[7] Dulaney Jr M, Hume A S. Pyruvic acid protects against the lethality of sulfide[J]. Research communications in chemical pathology and pharmacology, 1988, 59(1): 133-136.

Pyruvic acid (2-Oxopropanoic acid)是一种重要的有机化学中间体,也是聚合物的潜在前体[1]。Pyruvic acid通过糖异生作用转化为碳水化合物,随后进一步转化为脂肪酸/能量,并最终转化为丙氨酸和乙醇等氨基酸[2]。Pyruvic acid结合了α-酮酸的角质剥脱作用和乳酸的保湿作用,已被广泛用作局部脱皮剂以减轻痤疮[3]

在体外,1mM的Pyruvic acid处理GT1-7细胞8小时,显著抑制了Cu2+/Zn2+诱导的细胞死亡,减轻了线粒体损伤,并减少了细胞色素c向细胞质的释放[4]。10mM的Pyruvic acid处理N-2A细胞24小时,显著提高了细胞在500µM H2O2条件下的存活率[5]。5mM的Pyruvic acid处理B16F10细胞48小时,显著降低了酪氨酸酶活性,诱导了GSK3β磷酸化,并激活了PI3K/AKT信号通路,从而导致黑色素合成减少[6]

在体内,在腹腔注射硫化钠100mg/kg前15分钟,单次腹腔注射1g/kg剂量的Pyruvic acid,显著降低了小鼠的死亡率[7]

实验参考方法

Cell experiment [1]:

Cell lines

N-2A cells

Preparation Method

N-2A cells were grown in Dulbecco's Modified Eagle Medium (DMEM) with 10% (v/v) fetal bovine serum (FBS), 4mM l-glutamine, and penicillin/streptomycin (100Units/0.1mg per ml) at 37°C in 5% CO2/atmosphere. The N-2A cells were treated with different concentrations of Pyruvic acid (0, 0.1, 1, 5, and 10mM) and H2O2 (500μM) at 37°C for 24 hours, and then the cell viability was analyzed.

Reaction Conditions

0, 0.1, 1, 5, and 10mM; 24h

Applications

Pyruvic acid treatment significantly enhanced the cell viability of N-2A cells in the presence of H2O2 in a dose-dependent manner.

References:
[1] Mazzio E, Soliman K F A. Pyruvic acid cytoprotection against 1-methyl-4-phenylpyridinium, 6-hydroxydopamine and hydrogen peroxide toxicities in vitro[J]. Neuroscience Letters, 2003, 337(2): 77-80.

化学性质

Cas No. 127-17-3 SDF
别名 丙酮酸; Acetylformic acid
Canonical SMILES CC(C(O)=O)=O
分子式 C3H4O3 分子量 88.06
溶解度 ≥43 mg/mL in EtOH; ≥55.2 mg/mL in DMSO; ≥8.8 mg/mL in Water 储存条件 Store at 2-8°C,stored under nitrogen
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1 mg 5 mg 10 mg
1 mM 11.3559 mL 56.7795 mL 113.5589 mL
5 mM 2.2712 mL 11.3559 mL 22.7118 mL
10 mM 1.1356 mL 5.6779 mL 11.3559 mL
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