The oxidation of oxyhaemoglobin by glyceraldehyde and other simple monosaccharides.
Glyceraldehyde and other simple monosaccharides oxidize oxyhaemoglobin to methaemoglobin in phosphate buffer at pH 7.4 and 37 degrees C, with the concomitant production of H2O2 and an alpha-oxo aldehyde derivative of the monosaccharide. Simple monosaccharides also reduce methaemoglobin to ferrohaemichromes (non-intact haemoglobin) at pH 7.4 and 37 degrees C. Carbonmonoxyhaemoglobin is unreactive towards oxidation by autoxidizing glyceraldehyde. Free-radical production from autoxidizing monosaccharides with haemoglobins was observed by the e.s.r. technique of spin trapping with the spin trap 5,5-dimethyl-l-pyrroline N-oxide. Hydroxyl and l-hydroxyalkyl radical production observed from monosaccharide autoxidation was quenched in the presence of oxyhaemoglobin and methaemoglobin. The haemoglobins appear to quench the free radicals by reaction with the free radicals and/or the ene-diol precursor of the free radical.
D055598:Chemical Phenomena; D002621:Chemistry; D004578:Electron Spin Resonance Spectroscopy; D005296:Ferrous Compounds / Q000378:metabolism; D005609:Free Radicals; D005985:Glyceraldehyde / Q000378:metabolism*; D006454:Hemoglobins / Q000378:metabolism; D006801:Humans; D007700:Kinetics; D008706:Methemoglobin / Q000378:metabolism; D009005:Monosaccharides / Q000378:metabolism*; D010084:Oxidation-Reduction; D010101:Oxygen Consumption; D010108:Oxyhemoglobins / Q000378:metabolism*; D011765:Pyruvaldehyde / Q000031:analogs & derivatives / Q000378:metabolism; D013053:Spectrophotometry
D005296:Ferrous Compounds; D005609:Free Radicals; D006454:Hemoglobins; D009005:Monosaccharides; D010108:Oxyhemoglobins; D005985:Glyceraldehyde; D011765:Pyruvaldehyde; D008706:Methemoglobin; C017417:hydroxypyruvaldehyde