Bioscience, Biotechnology, and Biochemistry 2007-10-01

Identification and determination of alpha-dicarbonyl compounds formed in the degradation of sugars.

Teruyuki Usui, Satoshi Yanagisawa, Mio Ohguchi, Miku Yoshino, Risa Kawabata, Junko Kishimoto, Yumi Arai, Kaoru Aida, Hirohito Watanabe, Fumitaka Hayase

Index: Biosci. Biotechnol. Biochem. 71(10) , 2465-72, (2007)

Full Text: HTML

Abstract

The alpha-dicarbonyl compounds formed in the degradation of glucose and fructose were analyzed by HPLC using 2,3-diaminonaphthalene as derivatizing reagent, and identified as glucosone (GLUCO), 3-deoxyglucosone (3DG), 3-deoxyxylosone (3DX), tetrosone (TSO), triosone (TRIO), 3-deoxytetrosone (3DT), glyoxal (GO), and methylglyoxal (MGO). The results suggest that alpha-dicarbonyl compounds were formed from glucose via non-oxidative 3-deoxyglucosone formation and oxidative glucosone formation in glucose degradation. In addition, TRIO, GO, and MGO were also formed from glyceraldehyde as intermediate. The alpha-dicarbonyl compounds might be formed from glucose via these pathways in diabetes.

Related Compounds

Structure Name/CAS No. Articles
2-Keto-D-Glucose Structure 2-Keto-D-Glucose
CAS:1854-25-7
D-3-Deoxyglucosone Structure D-3-Deoxyglucosone
CAS:4084-27-9