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Key Documents

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:
Molecular Weight:
72.06
Beilstein:
906750
MDL number:
UNSPSC Code:
12352204
PubChem Substance ID:
NACRES:
NA.32

form

liquid

Quality Level

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

Signal Word

Danger

Hazard Statements

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
Methylglyoxal requires AC1 and TRPA1 to produce pain and spinal neuron activation
Griggs RB, et al.
Frontiers in Neuroscience, 11, 679-679 (2017)

Articles

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.

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.

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.

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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