170216
Methylglyoxal 1,1-dimethyl acetal
≥97%
Synonym(s):
1,1-Dimethoxyacetone, Pyruvaldehyde-1-dimethyl acetal, Pyruvic aldehyde dimethyl acetal
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About This Item
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Assay
≥97%
form
liquid
refractive index
n20/D 1.398 (lit.)
bp
143-147 °C (lit.)
density
0.976 g/mL at 25 °C (lit.)
functional group
acetal
SMILES string
COC(OC)C(C)=O
InChI
1S/C5H10O3/c1-4(6)5(7-2)8-3/h5H,1-3H3
InChI key
ULVSHNOGEVXRDR-UHFFFAOYSA-N
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Application
Methylglyoxal 1,1-dimethyl acetal was used in the synthesis of methylglyoxal via hydrolysis in the presence of H2SO4. It was used to investigate the effects of methylglyoxal-mediated glycation on the structure, thermal stability and enzyme activity of yeast enolase in vivo.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2
Storage Class Code
3 - Flammable liquids
WGK
WGK 1
Flash Point(F)
78.8 °F - closed cup
Flash Point(C)
26 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Glyoxalase pathway, comprising glyoxalase I (GLY I) and glyoxalase II (GLY II) enzymes, is the major pathway for detoxification of methylglyoxal (MG) into D-lactate involving reduced glutathione (GSH). However, in bacteria, glyoxalase III (GLY III) with DJ-1/PfpI domain(s) can do
Protein glycation in Saccharomyces cerevisiae. Argpyrimidine formation and methylglyoxal catabolism.
The FEBS journal, 272(17), 4521-4531 (2005-09-01)
Methylglyoxal is the most important intracellular glycation agent, formed nonenzymatically from triose phosphates during glycolysis in eukaryotic cells. Methylglyoxal-derived advanced glycation end-products are involved in neurodegenerative disorders (Alzheimer's, Parkinson's and familial amyloidotic polyneurophathy) and in the clinical complications of diabetes.
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Journal of applied microbiology, 104(4), 1092-1102 (2008-01-16)
The purpose of this study was to investigate the behaviour of Saccharomyces cerevisiae in response to extracellular methylglyoxal. Cell survival to methylglyoxal and the importance of phosphates was investigated. The role of methylglyoxal detoxification systems and methylglyoxal-derived protein glycation were
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