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67028

Sigma-Aldrich

Methylglyoxal solution

technical, ~40% in H2O

Sinónimos:

Acetylformaldehyde, Pyruvaldehyde, Pyruvic aldehyde

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About This Item

Fórmula lineal:
CH3COCHO
Número de CAS:
78-98-8
Peso molecular:
72.06
Beilstein/REAXYS Number:
906750
MDL number:
MFCD00006960
UNSPSC Code:
12352100
PubChem Substance ID:
329760261
NACRES:
NA.22

grade

technical

Quality Level

200

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

Hazard Classifications

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

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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Certificados de análisis (COA)

Lot/Batch Number
WXBF4459V
WXBF3145V
BCCJ9027
BCCL0658
BCCH4313

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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)
Computational and experimental exploration of the structure?activity relationships of flavonoids as potent glyoxalase?I inhibitors.
Al?Balas Q A, et al.
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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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