Methylglyoxal
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Names | |||
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Preferred IUPAC name
2-Oxopropanal | |||
Other names
Pyruvaldehyde
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Identifiers | |||
3D model (
JSmol ) |
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3DMet | |||
906750 | |||
ChEBI | |||
ChEMBL | |||
ChemSpider | |||
DrugBank | |||
ECHA InfoCard
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100.001.059 | ||
IUPHAR/BPS |
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KEGG | |||
MeSH | Methylglyoxal | ||
PubChem CID
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UNII | |||
CompTox Dashboard (EPA)
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Properties | |||
C3H4O2 | |||
Molar mass | 72.063 g·mol−1 | ||
Appearance | Yellow liquid | ||
Density | 1.046 g/cm3 | ||
Melting point | 25 °C (77 °F; 298 K) | ||
Boiling point | 72 °C (162 °F; 345 K) | ||
Hazards | |||
GHS labelling: | |||
Danger | |||
H290, H302, H315, H317, H318, H319, H335, H341 | |||
P201, P202, P234, P261, P264, P270, P271, P272, P280, P281, P301+P312, P302+P352, P304+P340, P305+P351+P338, P308+P313, P310, P312, P321, P330, P332+P313, P333+P313, P337+P313, P362, P363, P390, P403+P233, P404, P405, P501 | |||
Related compounds | |||
Related compounds
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Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Methylglyoxal (MGO) is the organic compound with the formula CH3C(O)CHO. It is a reduced derivative of pyruvic acid. It is a reactive compound that is implicated in the biology of diabetes. Methylglyoxal is produced industrially by degradation of carbohydrates using overexpressed methylglyoxal synthase.[1]
Chemical structure
Gaseous methylglyoxal has two
Biochemistry
Biosynthesis and biodegradation
In organisms, methylglyoxal is formed as a side-product of several
Since methylglyoxal is highly
Biochemical function
Methylglyoxal is involved in the formation of
Biomedical aspects
Due to increased blood glucose levels, methylglyoxal has higher concentrations in
Occurrence, other
Methylglyoxal is a component of some kinds of honey, including
Research suggests that methylglyoxal contained in honey does not cause an increased formation of advanced glycation end products (AGEs) in healthy persons.[17][18]
See also
- Dicarbonyl
- 1,2-Dicarbonyl, methylglyoxal can be classified as an 1,2-dicarbonyl
References
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- ^ a b Richarme G, Liu C, Mihoub M, Abdallah J, Leger T, Joly N, Liebart JC, Jurkunas UV, Nadal M, Bouloc P, Dairou J, Lamouri A. Guanine glycation repair by DJ-1/Park7 and its bacterial homologs. Science. 2017 Jul 14;357(6347):208-211. doi: 10.1126/science.aag1095. Epub 2017 Jun 8. PMID 28596309
- PMID 21617182.
- ^ Spektrum: Diabetische Neuropathie: Methylglyoxal verstärkt den Schmerz: DAZ.online. Deutsche-apotheker-zeitung.de (2012-05-21). Retrieved on 2012-06-11.
- S2CID 205389296.
- PMID 23782759.
- PMID 20064284.
- PMID 23451712.