Norris, RoseanneRoseanneNorrisCasey, FergalFergalCaseyFitzGerald, Richard J.Richard J.FitzGeraldShields, Denis C.Denis C.ShieldsMooney, CatherineCatherineMooney2012-08-172012-08-172012 Elsev2012-08-14Food Chemistryhttp://hdl.handle.net/10197/3748The ability of docking to predict angiotensin converting enzyme (ACE) inhibitory dipeptide sequences was assessed using AutoDock Vina. All potential dipeptides and phospho-dipeptides were docked and scored. Peptide intestinal stability was assessed using a prediction amino acid clustering model. Selected dipeptides, having AutoDock Vina scores −8.1 and predicted to be ‘stable’ intestinally, were characterised, using LIGPLOT and for ACE-inhibitory potency. Two newly identified ACE-inhibitory dipeptides, Asp-Trp and Trp-Pro, having Vina scores of −8.3 and −8.6 gave IC50 values of 258 ± 4.23 and 217 ± 15.7 μM, respectively. LIGPLOT analysis indicated no zinc interaction for these dipeptides. Phospho-dipeptides were predicted to have a good affinity for ACE. However, the experimentally determined IC50 results did not correlate since, for example, Trp-pThr and Pro-pTyr, having Vina scores of −8.5 and −8.1, respectively, displayed IC50 values of >500 μM. While docking allowed identification of new ACE inhibitory dipeptides, it may not be a fully reliable predictive tool in all cases.151238 bytesapplication/pdfenThis is the author’s version of a work that was accepted for publication in Food Chemistry. Changes resulting from the publishing process, such as peer review, editing, corrections, structural formatting, and other quality control mechanisms may not be reflected in this document. Changes may have been made to this work since it was submitted for publication. A definitive version was subsequently published in Food Chemistry (VOL 133, ISSUE 4, (2012)) DOI:10.1016/j.foodchem.2012.02.023 Elsevier Ltd.Predictive modellingPredictive modellingACE inhibitionDipeptidesAutoDock VinaIntestinal stabilityAngiotensin converting enzyme--InhibitorsPharmacology--Computer programsPharmacology--Computer simulationJournal Article13341349135410.1016/j.foodchem.2012.02.023https://creativecommons.org/licenses/by-nc-sa/1.0/