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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:
78-98-8
Molecular Weight:
72.06
Beilstein:
906750
MDL number:
MFCD00006960
UNSPSC Code:
12352100
PubChem Substance ID:
329760261
NACRES:
NA.22
Pricing and availability is not currently available.

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.[1] 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.[2]

Application

Methylglyoxal solution is used in cytotoxic studies.[1][3][2]

Signal Word

Danger

Hazard Statements

H290,H317,H318,H341

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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Certificates of Analysis (COA)

Lot/Batch Number
WXBF4922V
WXBF4459V
WXBF3145V
BCCJ9027
BCCL0658

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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.
Drug Development Research, 79(2), 58-69 (2018)
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)
Weijing Cai et al.
Proceedings of the National Academy of Sciences of the United States of America, 111(13), 4940-4945 (2014-02-26)
Age-associated dementia and Alzheimer's disease (AD) are currently epidemic. Neither their cause nor connection to the metabolic syndrome (MS) is clear. Suppression of deacetylase survival factor sirtuin 1 (SIRT1), a key host defense, is a central feature of AD. Age-related
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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