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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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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)
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)
Xiao-Yan Zou et al.
The Journal of investigative dermatology, 135(2), 589-598 (2014-09-04)
Glyoxalase I (GLO1) is a methylglyoxal detoxification enzyme being implicated in the progression of multiple malignancies. However, currently, the role of GLO1 in human nonmelanoma skin tumors remains unclear. To explore the expression of GLO1 in cutaneous neoplasms and its
Björn Kuhla et al.
Annals of the New York Academy of Sciences, 1043, 211-216 (2005-07-23)
The accumulation of advanced glycation end products (AGEs) in brains with Alzheimer's disease (AD) has been implicated in the formation of insoluble deposits such as amyloid plaques and neurofibrillary tangles. AGEs are also known to activate glia, resulting in inflammation

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