Document Detail


Biodistribution and catabolism of 18F-labeled N-epsilon-fructoselysine as a model of Amadori products.
MedLine Citation:
PMID:  17045166     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
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 epsilon-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-[18F]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-[18F]fluorobenzoylated derivative was tested in different tissue homogenates. Furthermore, the 4-[18F]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-[18F]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.
Authors:
Christina Hultsch; Michael Hellwig; Beate Pawelke; Ralf Bergmann; Katrin Rode; Jens Pietzsch; René Krause; Thomas Henle
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Publication Detail:
Type:  Journal Article    
Journal Detail:
Title:  Nuclear medicine and biology     Volume:  33     ISSN:  0969-8051     ISO Abbreviation:  Nucl. Med. Biol.     Publication Date:  2006 Oct 
Date Detail:
Created Date:  2006-10-18     Completed Date:  2007-01-09     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  9304420     Medline TA:  Nucl Med Biol     Country:  England    
Other Details:
Languages:  eng     Pagination:  865-73     Citation Subset:  IM    
Affiliation:
Institute of Radiopharmacy, Research Center Rossendorf, P.O. Box 51 01 19, D-01314 Dresden, Germany. ch.hultsch@fz-rossendorf.de
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MeSH Terms
Descriptor/Qualifier:
Animals
Fluorine Radioisotopes / diagnostic use,  pharmacokinetics
Lysine / analogs & derivatives*,  diagnostic use,  pharmacokinetics
Maillard Reaction*
Male
Metabolic Clearance Rate
Metabolism
Organ Specificity
Positron-Emission Tomography
Radiopharmaceuticals / diagnostic use,  pharmacokinetics
Rats
Rats, Wistar
Tissue Distribution
Chemical
Reg. No./Substance:
0/Fluorine Radioisotopes; 0/Radiopharmaceuticals; 21291-40-7/fructosyl-lysine; 56-87-1/Lysine

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine


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