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Sigma-Aldrich

Methylglyoxal solution

technical, ~40% in H2O

Synonym(s):

Acetylformaldehyde, Pyruvaldehyde, Pyruvic aldehyde

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About This Item

Linear Formula:
CH3COCHO
CAS Number:
Molecular Weight:
72.06
Beilstein:
906750
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

grade

technical

Quality Level

concentration

~40% in H2O

density

1.19 g/mL at 20 °C

storage temp.

2-8°C

SMILES string

[H]C(=O)C(C)=O

InChI

1S/C3H4O2/c1-3(5)2-4/h2H,1H3

InChI key

AIJULSRZWUXGPQ-UHFFFAOYSA-N

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General description

Methylglyoxal is a toxic endogenous by-product of glycolysis. It is a reactive dicarbonyl compound that promotes non-enzymatic glycation of proteins to yield irreversible advanced glycated end products, leading to the cross-linking or degradation of proteins.

Application

Methylglyoxal solution is used in cytotoxic studies.

Signal Word

Danger

Hazard Statements

Hazard Classifications

Eye Dam. 1 - Met. Corr. 1 - Muta. 2 - Skin Sens. 1

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Potential Neuroprotective and Anti-Apoptotic Properties of a Long-Lasting Stable Analog of Ghrelin: an In Vitro Study Using SH-SY5Y Cells.
Popelova A, et al.
Physiological Research, 67(2), 339-346 (2018)
Determination of methylglyoxal in human blood plasma using fluorescence high performance liquid chromatography after derivatization with 1, 2-diamino-4, 5-methylenedioxybenzene.
Ogasawara Y, et al.
Journal of Chromatography. B, Biomedical Sciences and Applications, 1029, 102-105 (2016)
Computational and experimental exploration of the structure?activity relationships of flavonoids as potent glyoxalase?I inhibitors.
Al?Balas Q A, et al.
Drug Development Research, 79(2), 58-69 (2018)
Paul J Beisswenger et al.
Diabetes, 54(11), 3274-3281 (2005-10-27)
Dicarbonyl and oxidative stress may play important roles in the development of diabetes complications, and their response to hyperglycemia could determine individual susceptibility to diabetic nephropathy. This study examines the relationship of methylglyoxal, 3-deoxyglucosone (3DG), and oxidative stress levels to
Wei-Hsuan Hsu et al.
Toxicology and applied pharmacology, 272(3), 842-851 (2013-08-21)
Methylglyoxal (MG) is a toxic-glucose metabolite and a major precursor of advanced glycation endproducts (AGEs). MG has been reported to result in inflammation by activating receptor for AGEs (RAGE). We recently found that Monascus-fermented metabolite monascin acts as a novel

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