Biodistribution and catabolism of F-18-labeled N-epsilon-fructoselysine as a model of Amadori products
Publikation: Beitrag in Fachzeitschrift › Forschungsartikel › Beigetragen › Begutachtung
Beitragende
- Helmholtz-Zentrum Dresden-Rossendorf
- Technische Universität Dresden
Abstract
Amadori products are formed in the early stage of the so-called Maillard reaction between reducing sugars and amino acids or proteins. Such nonenzymatic glycosylation may occur during the heating or storage of foods, but also under physiological conditions. N-epsilon-fructoselysine is formed via this reaction between the alpha-amino group of peptide-bound lysine and glucose. Despite the fact that, in certain heated foods, up to 50% of lysyl moieties may be modified to such lysine derivatives, up to now, very little is known about the metabolic fate of alimentary administered Amadori compounds. In the present study, N-succinimidyl-4-[F-18]fluorobenzoate was used to modify N-epsilon-fructoselysine at the alpha-amino group of the lysyl moiety. The in vitro stability of the resulting 4-[F-18]fluorobenzoylated derivative was tested in different tissue homogenates. Furthermore, the 4-[F-18]fluorobenzoylated N-epsilon-fructoselysine was used in positron emission tomography studies, as well as in studies concerning biodistribution and catabolism. The results show that the 4-[F-18]fluorobenzoylated N-epsilon-fructoselysine is phosphorylated in vitro, as well as in vivo. This phosphorylation is caused by fructosamine 3-kinases and occurs in vivo, particularly in the kidneys. Despite the action of these enzymes, it was shown that a large part of the intravenously applied radiolabeled N-epsilon-fructoselysine was excreted nearly unchanged in the urine. Therefore, it was concluded that the predominant part of peptide-bound lysine that was fructosylated during food processing is not available for nutrition. (c) 2006 Elsevier Inc. All rights reserved.
Details
Originalsprache | Englisch |
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Seiten (von - bis) | 865-873 |
Seitenumfang | 9 |
Fachzeitschrift | Nuclear medicine and biology |
Jahrgang | 33 |
Ausgabenummer | 7 |
Publikationsstatus | Veröffentlicht - Okt. 2006 |
Peer-Review-Status | Ja |
Externe IDs
Scopus | 33749442797 |
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ORCID | /0000-0001-8528-6893/work/142256512 |
Schlagworte
Schlagwörter
- N-epsilon-fructoselysine, Maillard reaction, Amadori products, fructosamine 3-kinases, positron emission tomography, POSITRON-EMISSION-TOMOGRAPHY, AMINO-ACID, DIETARY GLYCOTOXINS, MAILLARD REACTION, FRUCTOSAMINE, FOOD