67028
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
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
906750
grade
technical
Quality Level
concentration
~40% in H2O
density
1.19 g/mL at 20 °C
functional group
aldehyde, ketone
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.
signalword
Danger
hcodes
Hazard Classifications
Eye Dam. 1 - Met. Corr. 1 - Muta. 2 - Skin Sens. 1
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
Storage Class
10 - Combustible liquids
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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)
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)
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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