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M0252

Sigma-Aldrich

Methylglyoxal solution

~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/REAXYS Number:
906750
MDL number:
MFCD00006960
UNSPSC Code:
12352204
PubChem Substance ID:
24896540
NACRES:
NA.32

form

liquid

concentration

~40% (enzymatic)
~40% in H2O

density

1.17 g/mL at 25 °C (lit.)

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 (MG) is a glucose metabolite, which is linked to peripheral neuropathy and pain in diabetic patients. It enhances intracellular calcium in sensory neurons and produces behavioral nociception. Methylglyoxal has antibacterial property. MG functions as a protein-glycating agent and precursor of advanced glycation end products. It impairs diabetic wound healing.

Application

Methylglyoxal solution has been used:
  • to assess glyoxalase 1 (GLO1) enzymatic activity
  • as an advanced glycation end (AGE) forming agent for the preparation of albumin in vitro
  • to regulate anxiety like behavior in mice
  • to induce peritoneal fibrosis in rats
  • to study the chromatographic retention characteristics of organic chemicals and metal DNA adducts
  • for intraplantar injection in mice to investigate peripheral and central components of methylglyoxal (MG)-transient receptor potential ankyrin 1 (TRPA1)-adenylyl cyclase 1 isoform (AC1) pathway

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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The Therapeutic Potential of Human Umbilical Mesenchymal Stem Cells From Wharton's Jelly in the Treatment of Rat Peritoneal Dialysis-Induced Fibrosis
Fan YP, et al.
Stem Cells Translational Medicine, 5(2), 235-247 (2016)
Measurement of the modification and interference rate of urinary albumin detected by size-exclusion HPLC
Marko L, et al.
Physiological Measurement, 30(10), 1137-1137 (2009)
Neuronal overexpression of Glo1 or amygdalar microinjection of methylglyoxal is sufficient to regulate anxiety-like behavior in mice
McMurray KMJ, et al.
Behavioural Brain Research, 301, 119-123 (2016)
Methylglyoxal?a potential risk factor of manuka honey in healing of diabetic ulcers
Majtan J
Evidence-Based Complementary and Alternative Medicine : ECAM, 2011 (2011)
Regular and moderate exercise counteracts the decline of antioxidant protection but not methylglyoxal-dependent glycative burden in the ovary of reproductively aging mice
Falone S, et al.
Oxidative Medicine and Cellular Longevity, 2016 (2016)
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Articles

Quantification of Methylglyoxal in Manuka Honey - A Simple HPTLC Based Approach

High-Performance Thin-Layer chromatography (HPTLC) quantification of methylglyoxal (MGO) in complex and matrix rich manuka honey offering quick sample preparation, high-matrix tolerance, and high-throughput.

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