Chlorogenic acid increased 5-hydroxymethylfurfural formation when heating fructose alone or with aspartic acid at two pH levels

被引:48
|
作者
Zhang, Zhenhua [1 ]
Zou, Yueyu [1 ]
Wu, Taigang [1 ]
Huang, Caihuan [1 ]
Pei, Kehan [1 ]
Zhang, Guangwen [1 ]
Lin, Xiaohua [1 ]
Bai, Weibin [1 ]
Ou, Shiyi [1 ]
机构
[1] Jinan Univ, Dept Food Sci & Engn, Guangzhou 510632, Guangdong, Peoples R China
关键词
HMF; Chlorogenic acid; 3-Deoxosone; Underlying mechanism; ACRYLAMIDE FORMATION; IDENTIFICATION; SUCROSE; SUGARS; COFFEE; FOOD; HMF;
D O I
10.1016/j.foodchem.2015.06.041
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Chlorogenic acid (CGA) is a phenolic acid that ubiquitously exists in fruits. This work aims to investigate whether and how CGA influences HMF formation during heating fructose alone, or with an amino acid. The results showed that that CGA increased 5-hydroxymethylfurfural (HMF) formation. At pH 5.5 and 7.0, the addition of 5.0 mu mol/ml CGA increased HMF formation by 49.4% and 25.2%, respectively when heating fructose alone, and by 9.0% and 16.7%, respectively when heating fructose with aspartic acid. CGA significantly increased HMF formation by promoting 3-deoxosone formation, and its conversion to HMF by inhibiting HMF elimination, especially in the Maillard reaction system. A comparison of the catalytic capacity of CGA with its six analogous compounds showed that both its di-hydroxyphenyl and carboxyl groups function in increasing HMF formation. (C) 2015 Elsevier Ltd. All rights reserved.
引用
收藏
页码:832 / 835
页数:4
相关论文
共 50 条
  • [41] Sulfonic acid-functionalized hierarchical SAPO-34 for fructose dehydration to 5-hydroxymethylfurfural
    Liu, Zhonghai
    Sun, Zhenzhu
    Qin, Dongling
    Yang, Gang
    REACTION KINETICS MECHANISMS AND CATALYSIS, 2019, 128 (01) : 523 - 538
  • [42] Bio-based cellulose benzenesulfonic acid-catalyzed dehydration of fructose to 5-hydroxymethylfurfural
    Pengsawang, Aniwat
    Srifa, Atthapon
    Itthibenchapong, Vorranutch
    RSC ADVANCES, 2025, 15 (14) : 10511 - 10521
  • [43] Acid-Catalyzed Dehydration of Fructose into 5-Hydroxymethylfurfural by Cellulose-Derived Amorphous Carbon
    Qi, Xinhua
    Guo, Haixin
    Li, Luyang
    Smith, Richard L., Jr.
    CHEMSUSCHEM, 2012, 5 (11) : 2215 - 2220
  • [44] Sulfonic acid-functionalized mesoporous carbon/silica as efficient catalyst for dehydration of fructose into 5-hydroxymethylfurfural
    Tian, Xiaoning
    Jiang, Zhongqing
    Jiang, Yingying
    Xu, Weitong
    Li, Chenxu
    Luo, Lijuan
    Jiang, Zhong-Jie
    RSC ADVANCES, 2016, 6 (103): : 101526 - 101534
  • [45] Experimental and Kinetic Modeling Studies on the Sulfuric Acid Catalyzed Conversion of D-Fructose to 5-Hydroxymethylfurfural and Levulinic Acid in Water
    Fachri, Boy A.
    Abdilla, Ria M.
    van de Bovenkamp, Henk H.
    Rasrendra, Carolus B.
    Heeres, Hero J.
    ACS SUSTAINABLE CHEMISTRY & ENGINEERING, 2015, 3 (12): : 3024 - 3034
  • [46] Effect of acidity regulators on acrylamide and 5-hydroxymethylfurfural formation in French fries: The dual role of pH and acid radical ion
    Huang, Yousheng
    Lu, Jingnan
    Li, Mingyu
    Li, Chang
    Wang, Yuting
    Shen, Mingyue
    Chen, Yi
    Nie, Shaoping
    Zeng, Maomao
    Chen, Jie
    Xie, Mingyong
    FOOD CHEMISTRY, 2022, 371
  • [47] Experiments and Kinetic Modeling of Fructose Dehydration to 5-Hydroxymethylfurfural with Hydrochloric Acid in Acetone-Water Solvent
    Zhang, Youdi
    Zhu, Haoxiang
    Ji, Zefeng
    Cheng, Youwei
    Zheng, Liping
    Wang, Lijun
    Li, Xi
    INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH, 2022, 61 (37) : 13877 - 13885
  • [48] An efficient and heterogeneous recyclable silicotungstic acid with modified acid sites as a catalyst for conversion of fructose and sucrose into 5-hydroxymethylfurfural in superheated water
    Jadhav, Arvind H.
    Kim, Hern
    Hwang, In Taek
    BIORESOURCE TECHNOLOGY, 2013, 132 : 342 - 350
  • [49] Conversion of fructose into 5-hydroxymethylfurfural over mesoporous-ZrO2-phosphomolybdic acid nanocomposite catalysts
    Pasha, Nayeem
    Kumari, P. Krishna
    Vamsikrishna, N.
    Lingaiah, N.
    Subhashini, N. J. P.
    Shivaraj
    INDIAN JOURNAL OF CHEMISTRY SECTION A-INORGANIC BIO-INORGANIC PHYSICAL THEORETICAL & ANALYTICAL CHEMISTRY, 2019, 58 (03): : 313 - 320
  • [50] A highly effective approach to enhance the performance of biomass-derived acid for fructose conversion to 5-hydroxymethylfurfural
    Song, Xiangbo
    Liao, Yuhe
    Liu, Tingsen
    Yin, Dedu
    Wang, Haiyong
    Chen, Lungang
    Ma, Longlong
    Yang, Hongwei
    Voskressensky, Leonid G.
    Wang, Chenguang
    FUEL PROCESSING TECHNOLOGY, 2022, 234