Effects of anthocyanins on β-lactoglobulin glycoxidation: a study of mechanisms and structure-activity relationship

被引:1
作者
Wang, Ruifeng [1 ]
Khalifa, Ibrahim [4 ]
Du, Xia [1 ]
Li, Kaikai [1 ]
Xu, Yujuan [3 ]
Li, Chunmei [1 ,2 ]
机构
[1] Huazhong Agr Univ, Coll Food Sci & Technol, Wuhan 430070, Peoples R China
[2] Huazhong Agr Univ, Minist Educ, Environm Correlat Food Sci, Wuhan 430070, Peoples R China
[3] Guangdong Acad Agr Sci, Sericultural & Agrifood Res Inst, Key Lab Funct Prod, Minist Agr,Key Lab Agr Prod Proc, Guangzhou 510610, Peoples R China
[4] Benha Univ, Fac Agr, Food Technol Dept, Moshtohor 13736, Egypt
基金
国家重点研发计划;
关键词
END-PRODUCTS AGES; ADVANCED GLYCATION ENDPRODUCTS; WHEY-PROTEIN; CAPACITY; METHYLGLYOXAL; POLYPHENOLS; PRESSURE; CATECHIN; LYSINE; MODEL;
D O I
10.1039/d1fo01665b
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
We elucidated the underlying mechanisms of the anti-glycoxidation effects of five structurally different anthocyanins on glycated-beta-lactoglobulin (beta-Lg). The results indicated that anthocyanins structurally inhibited the formation of advanced glycation end-products, where petunidin-3-rutinoside-(p-coumaryl)-5-glucoside (Pt-Gl) exerted higher effects than those of others (p < 0.05). Through the three main steps of glycoxidation, anthocyanins trapped intermediate dicarbonyls and blocked some of the glycation sites of beta-Lg. UPLC-ESI-Q-TOF-MS characterized that these anthocyanins structurally formed mono- and di-GO/MGO adducts, and Pt-Gl formed adducts with both dicarbonyls. More importantly, Pt-Gl interacted with some of the glycation sites of beta-Lg such as Lys100, Lys101, and Arg124. Structurally, it was found that high-molecular weight anthocyanins with coumaric acid acylation seem to be better than others, which was followed by di- and mono-glycoside anthocyanins. Overall, GO/MGO-trapping and beta-Lg-anthocyanin binding are revealed as the key mechanisms of the anti-glycoxidation effects of anthocyanins on beta-Lg, which could be used as effective glycation inhibitors in protein-rich matrices.
引用
收藏
页码:10550 / 10562
页数:13
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