The reactivity of α-oxoaldehyde with reactive oxygen species in diabetes complications

Journal of Clinical Biochemistry and Nutrition

Volumn 52, Issue 2, 2013, Pages 128-132

  Matsumura, Yuriko ^a   Iwasawa, Atsuo ^a   Kobayashi, Toshihiro ^a   Kamachi, Toshiaki ^a   Ozawa, Toshihiko ^a,b   Kohno, Masahiro ^a  

^a Tokyo Institute of Technology ^*  (Japan)

^b YOKOHAMA COLLEGE OF PHARMACY   (Japan)

Author keywords

ESR; Glucose metabolites; Hydroxyl radical; Reactive oxygen species; oxoaldehyde

Indexed keywords

GLYOXAL; HYDROGEN PEROXIDE; HYDROXYL RADICAL; METHYLGLYOXAL; PYRUVIC ACID; REACTIVE OXYGEN METABOLITE; WATER;

ARTICLE; CHEMICAL REACTION KINETICS; CHEMICAL STRUCTURE; DIABETES MELLITUS; ELECTRON SPIN RESONANCE; SPIN TRAPPING; ULTRASOUND;

EID: 84875884102     PISSN: 09120009     EISSN: None     Source Type: Journal    
DOI: 10.3164/jcbn.12-70     Document Type: Article

References (24)

1. Lapolla A, Flamini R, Dalla Vedova A, et al. Glyoxal and methylglyoxal levels in diabetic patients: quantitative determination by a new GC/MS method. Cliti Chem Lab Med 2001; 41: 1166-1173. (Pubitemid 37265695)
2. Miyata T, Ueda Y, Yamada Y, et al. Accumulation of carbonyls accelerates the formation of pentosidine, an advanced glycation end product: carbonyl stress in uremia. J Am Soc Nephrol 1998; 9: 2349-2356. (Pubitemid 28543814)
3. Nakayama K, Nakayama M, Terawaki H, Satoh T, Kohno M, Ito S. α-Oxoaldehydes in haemodialysis solution. Nephrol Dial Transplant 2007; 22: 2097-2098.
4. Nakayama K, Nakayama M, Iwabuchi M, et al. Plasma α-oxoaldehyde levels in diabetic and nondiabetic chronic kidney disease patients. Am J Nephrol 2008; 28:871-878.
5. VanderJagt DL, Hunsaker LA. Methylglyoxal metabolism and diabetic complications: roles of aldose reductase, glyoxalase-I, betaine aldehyde dehydrogenase and 2-oxoaldehyde dehydrogenase. Chem Biol Interact 2003; 143-44: 341-351. (Pubitemid 36253593)
6. Gasior M, French A, Joy MT, Tang RS, Hartman AL, Rogawski MA. The anticonvulsant activity of acetone, the major ketone body in the ketogenic diet, is not dependent on its metabolites acetol, 1,2-propanediol, methylglyoxal, or pyruvic acid. Epilepsia 2007; 48: 793-800. (Pubitemid 46587607)
7. Kao KK, Fink MP. The biochemical basis for the anti-inflammatory and cytoprotective actions of ethyl pyruvate and related compounds. Biochem Pharmacol 2010; 80: 151-159.
8. Wang J, Wang H, Hao P, et al. Inhibition of aldehyde dehydrogenase 2 by oxidative stress is associated with cardiac dysfunction in diabetic rats. Mol Med 2011; 17: 172-179.
9. Patel P, Jivani N, Malaviya S, Gohil T, Bhalodia Y. Cataract: A major secondary diabetic complication. International Curr Pharm J 2012; 1: 180-185.
10. Nakayama M, Saito K, Sato E, et al. Radical generation by the non-enzymatic reaction of methylglyoxal and hydrogen peroxide. Redox Rep 2007; 12: 125-133. (Pubitemid 47099207)
11. Buxton GV, Greenstock CL, Helman WP, Ross AB. Critical review of rate constants for reactions of hydrated electrons, hydrogen atoms and hydroxyl radicals (OH/O-) in aqueous solution. J Phys Chem Ref Data 1988; 17: 513-883.
12. Ikai H, Nakamura K, Shirato M, et al. Photolysis of hydrogen peroxide, an effective disinfection system via hydroxyl radical formation. Aniimicrob Agents Chemother 2010; 54: 5086-5091.
13. Riesz P, Kondo T. Free radical formation induced by ultrasound and its biological implications, free Rad Biol Med 1992; 13: 247-270.
14. Nakamura K, Kaimo T, Ikai H, et al. Reevaluation of quantitative ESR spin trapping analysis of hydroxyl radical by applying sonolysis of water as a model system. Bull Chem Soc Jpn 2010; 83: 1037-1046.
15. Kohno M, Mokudai T, Ozawa T, Niwano Y. Free radical formation from sonolysis of water in the presence of different gases. J Clin Biochem Nutr 2011; 49: 96-101.
16. Finkelstein E, Rosen GM, Rauckman EJ. Spin trapping. Kinetics of the reaction of superoxide and hydroxyl radicals with nitrones. J Am Chem Soc 1980; 102:4994-4999.
17. Mitsuta K. The evaluation theory of free radical scavenging and the application to xanthine oxidase. Bull Chem Soc Jpn 2010; 83: 351-363.
18. Atkinson R, Baulch DL, Cox RA, et al. Evaluated kinetic and photochemical data for atmospheric chemistry, organic species: supplement VII. J Phys Chem Ref Data 1999; 28: 191-393.
19. Šlefanić I, Bonifačić M, Asmus KD, Armstrong DA. Absolute rate constants and yields of transients from hydroxyl radical and H atom attack on glycine and methyl-substituted glycine amons. J Phys Chem A 2001; 105: 8681-8690. (Pubitemid 35378348)
20. Akashi K, Miyake C, Yokota A. Critulline, a novel compatible solute in drought-tolerant wild watermelon leaves, is an efficient hydroxyl radical scavenger. FEBS Lett 2001; 508: 438-442. (Pubitemid 33135487)
21. Payá M, Halliwell B, Hoult Jr. Interactions of a series of coumarines with reactive oxygen species, Scavenging of superoxide, hypochlorous acid and hydroxyl radicals. Biochem Pharmacol 1992; 44: 205-214.
22. Nukaya H, Inaoka Y, Ishida H, et al. Modification of the amino group of guanosine by methylglyoxal and other α-ketoaldehydes in the presence of hydrogen peroxide. Chem Pharm Bull (Tokyo) 1993; 41: 649-653. (Pubitemid 23166133)
23. Leffler JE. Hydroperoxide oxidation of α-dicarbonyl compounds. J Org Chem 1951; 16: 1785-1787.
24. Yamazaki I, Piene LH. ESR spin-trapping studies on the reaction of Fe2+ ions with H2O2-reactive species in oxygen toxicity in biology. J Biol Chem 1990; 265:13589-13594.