TY - JOUR
T1 - N-(1-Deoxy- d -xylulos-1-yl)-glutathione
T2 - A Maillard Reaction Intermediate Predominating in Aqueous Glutathione-Xylose Systems by Simultaneous Dehydration-Reaction
AU - Tang, Wei
AU - Cui, Heping
AU - Sun, Fuli
AU - Yu, Xiaohong
AU - Hayat, Khizar
AU - Hussain, Shahzad
AU - Tahir, Muhammad Usman
AU - Zhang, Xiaoming
AU - Ho, Chi Tang
N1 - Publisher Copyright:
© 2019 American Chemical Society.
PY - 2019/8/14
Y1 - 2019/8/14
N2 - The effect of simultaneous dehydration-reaction (SDR) on Amadori rearrangement product (ARP) N-(1-deoxy-d-xylulos-1-yl)-glutathione and its key degradation products, 3-deoxyxylosone (3-DX) and 1-deoxyxylosone (1-DX), were investigated in an aqueous glutathione-xylose (GSH-Xyl) system. The yield of ARP was increased to 67.98% by SDR compared with 8.44% by atmospheric thermal reaction at 80 °C. Reaction kinetics was applied to analyze the mechanism and characteristics of ARP formation and degradation under SDR. ARP formation and degradation rate was highly dependent on temperature, and the latter was more sensitive to temperature. By regulating the reaction conditions of temperature and pH, the ratio of ARP formation rate constant to its degradation rate constant could be controlled to achieve an efficient preparation of ARP from GSH-Xyl Maillard reaction through SDR.
AB - The effect of simultaneous dehydration-reaction (SDR) on Amadori rearrangement product (ARP) N-(1-deoxy-d-xylulos-1-yl)-glutathione and its key degradation products, 3-deoxyxylosone (3-DX) and 1-deoxyxylosone (1-DX), were investigated in an aqueous glutathione-xylose (GSH-Xyl) system. The yield of ARP was increased to 67.98% by SDR compared with 8.44% by atmospheric thermal reaction at 80 °C. Reaction kinetics was applied to analyze the mechanism and characteristics of ARP formation and degradation under SDR. ARP formation and degradation rate was highly dependent on temperature, and the latter was more sensitive to temperature. By regulating the reaction conditions of temperature and pH, the ratio of ARP formation rate constant to its degradation rate constant could be controlled to achieve an efficient preparation of ARP from GSH-Xyl Maillard reaction through SDR.
KW - N-(1-deoxy- d -xylulos-1-yl)-glutathione
KW - deoxyxylosones
KW - peptide Maillard reaction
KW - reaction kinetics
KW - simultaneous dehydration-reaction
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U2 - 10.1021/acs.jafc.9b04694
DO - 10.1021/acs.jafc.9b04694
M3 - Article
C2 - 31347366
AN - SCOPUS:85070723908
SN - 0021-8561
VL - 67
SP - 8994
EP - 9001
JO - Journal of agricultural and food chemistry
JF - Journal of agricultural and food chemistry
IS - 32
ER -