caa a22 4500 605513406 CHVBK 20210128100700.0 cr unu---uuuuu 210128e20150501xx s 000 0 eng 10.1007/s00894-015-2674-5 doi (NATIONALLICENCE)springer-10.1007/s00894-015-2674-5 Explore the reaction mechanism of the Maillard reaction: a density functional theory study [Elektronische Daten] [Ge-Rui Ren, Li-Jiang Zhao, Qiang Sun, Hu-Jun Xie, Qun-Fang Lei, Wen-Jun Fang] The mechanism of Maillard reaction has been investigated by means of density functional theory calculations in the gaseous phase and aqueous solution. The Maillard reaction is a cascade of consecutive and parallel reaction. In the present model system study, glucose and glycine were taken as the initial reactants. On the basis of previous experimental results, the mechanisms of Maillard reaction have been proposed, and the possibility for the formation of different compounds have been evaluated through calculating the relative energy changes for different steps of reaction under different pH conditions. Our calculations reveal that the TS3 in Amadori rearrangement reaction is the rate-determining step of Maillard reaction with the activation barriers of about 66.7 and 68.8kcal mol-1 in the gaseous phase and aqueous solution, respectively. The calculation results are in good agreement with previous studies and could provide insights into the reaction mechanism of Maillard reaction, since experimental evaluation of the role of intermediates in the Maillard reaction is quite complicated. Springer-Verlag Berlin Heidelberg, 2015 Amadori rearrangement nationallicence DFT calculations nationallicence Maillard reaction nationallicence Reaction mechanism nationallicence Strecker degradation nationallicence Ren Ge-Rui Department of Applied Chemistry, Zhejiang Gongshang Universty, 310018, Hangzhou, China aut Zhao Li-Jiang Department of Applied Chemistry, Zhejiang Gongshang Universty, 310018, Hangzhou, China aut Sun Qiang Department of Applied Chemistry, Zhejiang Gongshang Universty, 310018, Hangzhou, China aut Xie Hu-Jun Department of Applied Chemistry, Zhejiang Gongshang Universty, 310018, Hangzhou, China aut Lei Qun-Fang Department of Chemistry, Zhejiang University, 310027, Hangzhou, China aut Fang Wen-Jun Department of Chemistry, Zhejiang University, 310027, Hangzhou, China aut Journal of Molecular Modeling Springer Berlin Heidelberg 21/5(2015-05-01), 1-17 1610-2940 21:5<1 2015 21 894 https://doi.org/10.1007/s00894-015-2674-5 text/html Onlinezugriff via DOI BK010053 XK010053 XK010000 Metadata rights reserved Springer special CC-BY-NC licence nationallicence 1 research-article jats NATIONALLICENCE NATIONALLICENCE NL-springer NATIONALLICENCE 856 40 https://doi.org/10.1007/s00894-015-2674-5 text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- Ren Ge-Rui Department of Applied Chemistry, Zhejiang Gongshang Universty, 310018, Hangzhou, China aut NATIONALLICENCE 700 1- Zhao Li-Jiang Department of Applied Chemistry, Zhejiang Gongshang Universty, 310018, Hangzhou, China aut NATIONALLICENCE 700 1- Sun Qiang Department of Applied Chemistry, Zhejiang Gongshang Universty, 310018, Hangzhou, China aut NATIONALLICENCE 700 1- Xie Hu-Jun Department of Applied Chemistry, Zhejiang Gongshang Universty, 310018, Hangzhou, China aut NATIONALLICENCE 700 1- Lei Qun-Fang Department of Chemistry, Zhejiang University, 310027, Hangzhou, China aut NATIONALLICENCE 700 1- Fang Wen-Jun Department of Chemistry, Zhejiang University, 310027, Hangzhou, China aut NATIONALLICENCE 773 0- Journal of Molecular Modeling Springer Berlin Heidelberg 21/5(2015-05-01), 1-17 1610-2940 21:5<1 2015 21 894