Transport of free and peptide-bound pyrraline at intestinal and renal epithelial cells

Journal of Agricultural and Food Chemistry
Michael HellwigThomas Henle

Abstract

Pyrraline is a quantitatively dominating glycation compound of the advanced Maillard reaction in foods and can be found in urine after consumption of pyrraline-containing food items. The purpose of this study was to investigate the transport of pyrraline and its dipeptide derivatives alanylpyrraline (Ala-Pyrr) and pyrralylalanine (Pyrr-Ala) at intestinal and renal cell lines. Pyrraline inhibited the l-[(3)H]lysine uptake with IC(50) values of 0.3 mM (Caco-2 cells) and 3.5 mM (OK cells), respectively, but not the uptake of [(14)C]Gly-Sar (Caco-2 and SKPT cells). In contrast, Ala-Pyrr strongly inhibited the uptake of [(14)C]Gly-Sar in Caco-2 and SKPT cells with IC(50) values of 0.19 and 0.017 mM, respectively. Pyrr-Ala inhibited the carrier-mediated uptake of [(14)C]Gly-Sar in Caco-2 and SKPT cells by 50% at concentrations of 0.03 and 0.008 mM, respectively. The transepithelial flux of peptide-bound pyrraline across Caco-2 cell monolayers was up to 15-fold higher compared to the flux of free pyrraline. We conclude that free pyrraline is not a substrate for the intestinal lysine transporter and that the absorption of dietary pyrraline occurs most likely in the form of dipeptides rather than as the free amino acid.

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Citations

Oct 19, 2010·Amino Acids·Monika Pischetsrieder, Thomas Henle
Jul 23, 2013·Food and Chemical Toxicology : an International Journal Published for the British Industrial Biological Research Association·Malene W PoulsenLars O Dragsted
Jan 11, 2011·European Journal of Pharmaceutics and Biopharmaceutics : Official Journal of Arbeitsgemeinschaft Für Pharmazeutische Verfahrenstechnik E.V·Stefanie GeisslerMatthias Brandsch
Jul 18, 2015·Journal of Agricultural and Food Chemistry·Michael HellwigThomas Henle
Sep 7, 2016·Journal of Agricultural and Food Chemistry·Michael HellwigThomas Henle
Jan 24, 2017·Journal of Agricultural and Food Chemistry·Christoph HohmannMarcus A Glomb
May 24, 2017·Journal of Agricultural and Food Chemistry·Marianne N Lund, Colin A Ray
Dec 3, 2016·Chembiochem : a European Journal of Chemical Biology·Michael HellwigThomas Henle
Mar 22, 2018·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Bulei ShengDi Zhao
May 5, 2018·Environmental Microbiology·Antoine Danchin
Dec 5, 2018·Journal of the Science of Food and Agriculture·Di ZhaoXia Zhang
Feb 2, 2019·Current Pharmaceutical Design·David Schröter, Annika Höhn
Sep 19, 2019·PloS One·Friederike ManigThomas Henle
Nov 5, 2019·Journal of Food Biochemistry·Md Anisur Rahman MazumderRanganathan Thottiam Vasudevan
Nov 26, 2019·Critical Reviews in Food Science and Nutrition·Zhili LiangZhao Yang
Sep 13, 2019·Free Radical Research·Linda GiblinMichael J Davies
Apr 25, 2013·Clinical Chemistry and Laboratory Medicine : CCLM·Cristina Delgado-Andrade
Jul 15, 2017·International Journal of Molecular Sciences·Robert KupczyńskiKrystyna Pogoda-Sewerniak
Aug 11, 2019·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Di ZhaoGuanghong Zhou
Jan 29, 2021·Journal of Biochemical and Molecular Toxicology·C R Sruthi, K G Raghu
Dec 19, 2020·Comprehensive Reviews in Food Science and Food Safety·Qiaozhi ZhangLinglin Fu
Mar 17, 2021·Journal of Agricultural and Food Chemistry·Arndt NobisThomas Becker
Jun 2, 2021·European Journal of Clinical Investigation·Luís F GriloSusana P Pereira
May 6, 2019·Journal of Agricultural and Food Chemistry·Stephanie TreibmannThomas Henle
May 11, 2018·Journal of Agricultural and Food Chemistry·Michael HellwigThomas Henle
Apr 19, 2017·Journal of Agricultural and Food Chemistry·Michael HellwigThomas Henle

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