Dietary influence on urinary excretion of 3-deoxyglucosone and its metabolite 3-deoxyfructose

J Agric Food Chem. 2014 Mar 19;62(11):2449-56. doi: 10.1021/jf405546q. Epub 2014 Mar 10.

Abstract

3-Deoxyglucosone (3-DG), a reactive 1,2-dicarbonyl compound derived from d-glucose in food and in vivo, is an important precursor for advanced glycation endproducts (AGEs). At present, virtually no information about the metabolic transit of dietary 3-DG is available. One possible metabolic pathway of 3-DG during digestion is enzymatic transformation to less reactive compounds such as 3-deoxyfructose (3-DF). To study the handling of dietary 1,2-dicarbonyl compounds by the human body, 24 h urinary excretion of 3-DG and its metabolite, 3-deoxyfructose, was investigated. Urinary 3-DG and 3-DF excretion was monitored for nine healthy volunteers following either a diet with no dietary restrictions or a diet avoiding the ingestion of 3-DG and other Maillard reaction products ("raw food" diet). During the "raw food" diet, the urinary 3-DG and 3-DF excretion decreased approximately to 50% compared to the excretions during the diet with no restrictions. When subjects received a single dose of wild honey (50 g) naturally containing a defined amount of 3-DG (505 μmol), median excretion of 3-DG and 3-DF increased significantly from 4.6 and 77 to 7.5 and 147 μmol/day, respectively. The obtained experimental data for the first time demonstrate a dietary influence on urinary 3-DG and 3-DF levels in healthy human subjects.

MeSH terms

  • Adult
  • Deoxyglucose / analogs & derivatives*
  • Deoxyglucose / metabolism
  • Deoxyglucose / urine
  • Diet
  • Digestion
  • Female
  • Honey / analysis
  • Humans
  • Ketoses / metabolism*
  • Male
  • Young Adult

Substances

  • Ketoses
  • 3-deoxyhexulose
  • Deoxyglucose
  • 3-deoxyglucosone