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67028

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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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)
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)
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)
Nicole Schupp et al.
Annals of the New York Academy of Sciences, 1043, 685-695 (2005-07-23)
In patients with chronic renal failure, cancer incidence is increased. This may be related to an elevated level of genomic damage, which has been demonstrated by micronuclei formation as well as by comet assay analysis. Advanced glycation end products (AGEs)
P Seppänen et al.
Biochimica et biophysica acta, 674(2), 169-177 (1981-05-05)
1. Putrescine and spermidine depletion produced by alpha-difluoromethylornithine, an irreversible inhibitor or ornithine decarboxylase (EC 4.1.1.17), resulted in a strikingly enhanced cellular uptake of methylglyoxal bis(guanylhydrazone) in cultured Ehrlich ascites carcinoma cells and human lymphocytic leukemia cells. 2. A prior

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