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Pyruvic acid (2-Oxopropanoic acid) Sale

(Synonyms: 丙酮酸; Acetylformic acid) 目录号 : GC30192

Pyruvic acid (Acetylformic acid) is an important organic chemical intermediate that plays a role in cardiomyocyte pathophysiology and therapy. Pyruvic acid markedly increases the level of lactate dehydrogenase (LDH) and creatine kinase (CK) and reduces the level of Ca2+Mg2+-ATPase and Na+K+-ATPase.

Pyruvic acid (2-Oxopropanoic acid) Chemical Structure

Cas No.:127-17-3

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产品描述

Pyruvic acid (Acetylformic acid) is an important organic chemical intermediate that plays a role in cardiomyocyte pathophysiology and therapy. Pyruvic acid markedly increases the level of lactate dehydrogenase (LDH) and creatine kinase (CK) and reduces the level of Ca2+Mg2+-ATPase and Na+K+-ATPase.

[1] Quanxi Zhang, et al. Environ Toxicol Pharmacol. 2019 Oct;71:103206.

Chemical Properties

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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Research Update

A comparison of the effectiveness of azelaic and Pyruvic acid peels in the treatment of female adult acne: a randomized controlled trial

Sci Rep 2020 Jul 28;10(1):12612.32724156 PMC7387545

Chemical peels are widely used as therapeutic agents in dermatology and cosmetology. This study aims to explore the differences in the effectiveness of azelaic and Pyruvic acid peels in the treatment of acne vulgaris. Eligibility criteria for participants were: female gender, 18-25 years of age, no dermatological treatment within the last 12 months and mild to moderate papulopustular acne. We treated 120 young women (with a mean age of 22 years old) with six peeling sessions at 2-week intervals. In the parallel clinical study design, one randomized group (n = 60, 50%) was treated using azelaic acid (AA), whereas the second group participated in Pyruvic acid (PA) sessions. We evaluated the patients clinically twice (before and after treatment), using the Scale of Hellegren-Vincent Severity Symptoms to assess the acne diagnosis, and the Nati Analyzer to estimate the skin properties (oily skin, desquamation, porosity, and moisture). The clinical evaluation of the patients demonstrated a significant reduction of acne severity symptoms in both the AA and PA groups, after the peeling sessions. An effect was also found in terms of decreasing desquamation and the oiliness of the skin. PA showed a more significant reduction of greasy skin than AA. In conclusion, after the six peeling sessions using AA and PA, all patients showed better skin parameters in term of reduced oiliness and desquamation. Both AA and PA peelings are a safe and efficient treatment for mild acne, however, during the selection of one of the two acids, side effects, skin properties, and patients' preferences should be taken into account. This study was registered in the ISRCTN registry (registration number ISRCTN79716614, 17/01/2020).

Underestimation of Pyruvic acid concentrations by fructose and cysteine in 2,4-dinitrophenylhydrazine-mediated onion pungency test

J Food Sci 2011 Oct;76(8):C1136-42.22417576 10.1111/j.1750-3841.2011.02357.x

Onion pungency has been routinely measured by determining Pyruvic acid concentration in onion juice by reacting with 2,4-dinitrophenylhydrazine (DNPH) since 1961. However, the absorbency of the color adduct of the reaction rapidly decreased in onion samples as compared to that of the Pyruvic acid standards, resulting in underestimations of the Pyruvic acid concentrations. By measuring the absorbency at 1 min, we have demonstrated that accuracy could be substantially improved. As a continuation, the causes of degradation of the color adduct after the reaction and Pyruvic acid itself before the reaction were examined in this study. Alliinase action in juice (fresh or cooked) and bulb colors did not influence the degradation. Some organic acids indigenously found in onion, such as ascorbic acid, proline, and glutamic acid, did not reduce the absorbency. However, fructose within the onion juice or supplemented caused the degradation of the color adduct, whereas sucrose and glucose had a lesser effect. Degradation rates increased proportionally as fructose concentrations increased up to 70 mg/mL. Cysteine was found to degrade the Pyruvic acid itself before the Pyruvic acid could react with DNPH. Approximately 90% of the Pyruvic acid was degraded after 60 min in samples of 7 mM Pyruvic acid supplemented with 10 mg/mL cysteine. Spectral comparisons of onion juice containing fructose naturally and Pyruvic acid solution with supplemented fructose indicated identical patterns and confirmed that the color-adduct degradation was caused by fructose. Our study elucidated that fructose, a major sugar in onion juice, caused the degradation of color adduct in the onion pungency test and resulted in underestimation of the Pyruvic acid concentration.

Production of Pyruvic acid from glycerol by Yarrowia lipolytica

Folia Microbiol (Praha) 2019 Nov;64(6):809-820.30888634 10.1007/s12223-019-00695-2

The aim of the study was to screen Yarrowia lipolytica strains for keto acid production and determine optimal conditions for Pyruvic acid biosynthesis from glycerol by the best producer. The analyzed parameters were thiamine concentration, medium pH, stirring speed, and substrate concentration. The screening was performed in flask cultures, whereas Pyruvic acid production was carried out in 5-L stirred-tank reactor with 2 L of working volume. In total, 24 Y. lipolytica strains were compared for their abilities to produce pyruvic and α-ketoglutaric acids. The total concentration of both acids ranged from 0.1 to 15.03 g/L. Ten strains were selected for keto acid biosynthesis in bioreactor. The Y. lipolytica SKO 6 strain was identified as the best producer of Pyruvic acid. In the selected conditions (thiamine concentration 1.5 μg/L, pH 4.0, stirring speed 800 rpm, 150 g/L of glycerol), the strain Y. lipolytica SKO 6 produced 99.3 g/L of Pyruvic acid, with process yield of 0.63 g/g and volumetric production rate of 1.18 g/L/h. Higher titer of Pyruvic acid was obtained during fed-batch culture with 200 g/L of glycerol, reaching 125.8 g/L from pure glycerol (yield 0.68 g/g) and 124.4 g/L from crude glycerol (yield 0.62 g/g). Results obtained for the strain Y. lipolytica SKO 6 proved the suitability of microbial production of Pyruvic acid at industrial scale.

Biotechnological production of Pyruvic acid

Appl Microbiol Biotechnol 2001 Nov;57(4):451-9.11762589 10.1007/s002530100804

Pyruvic acid is an important organic acid widely used in the chemical and drug, as well as agrochemical, industries. Compared with the chemical method, biotechnological production of Pyruvic acid is an alternative approach because of the low cost. An overview of biotechnological production of pyruvate, including direct fermentative production employing eukaryotic and prokaryotic microorganisms, production by a resting cell method and an enzymatic method as well as the recovery of pyruvate, is discussed. A multi-vitamin auxotrophic yeast strain, Torulopsis glabrata. has been used in the commercial production of pyruvate; emphasis is therefore placed on the mechanism and characteristics of pyruvate production by this strain.

Thermal generation of 3-amino-4,5-dimethylfuran-2(5H)-one, the postulated precursor of sotolone, from amino acid model systems containing glyoxylic and pyruvic acids

J Agric Food Chem 2011 May 11;59(9):4699-704.21417407 10.1021/jf200293e

4,5-Dimethyl-3-hydroxy-2(5H)-furanone (sotolone), a naturally occurring flavor impact compound, can be isolated from various sources, especially fenugreek seeds. It can also be thermally produced from intermediates generated from the Maillard reaction such as pyruvic and ketoglutaric acids, glyoxal, and 2,3-butanedione. A naturally occurring precursor of sotolone, 3-amino-4,5-dimethyl-2(5H)-furanone, was thermally generated for the first time from Pyruvic acid and glycine or from glyoxylic acid and alanine model systems. Isotope labeling studies have implicated 4,5-dimethylfuran-2,3-dione as an intermediate that can be converted into 3-amino-4,5-dimethyl-2(5H)-furanone through Strecker-like interaction with any amino acid. Furthermore, these studies have also indicated the presence of two pathways for the formation of 4,5-dimethylfuran-2,3-dione, one requiring Pyruvic acid and a formaldehyde source and the other requiring glyoxylic acid and acetaldehyde. Self-aldol condensation of Pyruvic acid followed by lactonization and further aldol reaction with formaldehyde can generate the same intermediate as the self-aldol addition product of acetaldehyde with glyoxylic acid followed by lactonization. The Pyruvic acid pathway was found to be a more efficient route than the glyoxylic acid pathway. Furthermore, the Pyruvic acid/glycine model system was able to generate sotolone in the presence of moisture, and in the presence of ammonia, commercial sotolone was converted back into 3-amino-4,5-dimethyl-2(5H)-furanone.