食品科学 ›› 2026, Vol. 47 ›› Issue (11): 11-21.doi: 10.7506/spkx1002-6630-20251208-069

• 基础研究 • 上一篇    

果葡糖浆对花色苷稳定性影响及糖源性呋喃类产物对花色苷的作用机制

林杨,曹倩倩,史乐娟,谭彦君   

  1. (浙江工业大学食品科学与工程学院,浙江 杭州 310014)
  • 发布日期:2026-07-02
  • 基金资助:
    国家自然科学基金青年科学基金项目(32102006)

Effect of High-Fructose Corn Syrup on Anthocyanin Stability and Mechanism of Action of Syrup-Derived Furan Compounds on Anthocyanins

LIN Yang, CAO Qianqian, SHI Lejuan, TAN Yanjun   

  1. (College of Food Science and Technology, Zhejiang University of Technology, Hangzhou 310014, China)
  • Published:2026-07-02

摘要: 系统评估果葡糖浆(high-fructose corn syrup,HFCS)及其降解产物糠醛(furfural,Ff)和5-羟甲基糠醛(5-hydroxymethylfurfural,5-HMF)对矢车菊素-3-葡萄糖苷(cyanidin-3-glucoside,C3G)颜色和稳定性的影响,通过超高效液相色谱-串联质谱测定HFCS降解产物与C3G的反应产物,结合量子化学分析HFCS降解产物与C3G的反应活性并预测反应位点,探究HFCS降解产物对花色苷稳定性的影响机制。结果表明,HFCS以浓度依赖方式加速C3G降解和颜色劣变。在pH 3.0~4.0条件下,避光贮藏21 d后,HFCS使C3G保留率下降,溶液ΔE随HFCS质量分数的增加而增大。升温和光照进一步降低其稳定性。Ff和5-HMF的生成量随温度升高而增加,Ff对C3G降解的影响大于5-HMF。超高效液相色谱-串联质谱结合量子化学分析表明,C3G与Ff/5-HMF发生了加合反应,C3G的C6和C8位具有较高亲核反应活性,而Ff与5-HMF的羰基碳为主要亲电位点。与5-HMF相比,Ff的亲电活性更高,因此对C3G降解影响更大。本研究表明,HFCS降解产物作为亲电试剂与C3G的亲核位点发生加成反应,加速花色苷降解,研究结果为含糖食品体系中花色苷稳定性的调控提供理论依据。

关键词: 花色苷;稳定性;果葡糖浆;糠醛;5-羟甲基糠醛

Abstract: This study systematically evaluated the effects of high-fructose corn syrup (HFCS) and its major degradation products, furfural (Ff) and 5-hydroxymethylfurfural (5-HMF), on the color and stability of cyanidin-3-glucoside (C3G). The reaction products between HFCS degradation products and C3G were determined by ultra-high performance liquid chromatography-tandem mass spectrometry (UPLC-MS/MS), and quantum chemical analysis was performed to evaluate their reactivity and predict reaction sites. Based on this, the mechanism by which HFCS degradation products affect anthocyanin stability was elucidated. The results showed that HFCS accelerated C3G degradation and color deterioration in a concentration-dependent manner. After 21 days of dark storage at pH 3.0–4.0, HFCS reduced the retention rate of C3G and concentration-dependently increased the ΔE value of the solution. Elevated temperature and light exposure further decreased C3G stability. The formation of Ff and 5-HMF increased with temperature, and Ff exhibited a greater promoting effect on C3G degradation than 5-HMF. UPLC-MS/MS analysis and quantum chemical calculation confirmed the formation of C3G-Ff/5-HMF adducts. The C6 and C8 positions of C3G exhibited high nucleophilic reactivity, whereas the carbonyl carbons of Ff and 5-HMF acted as major electrophilic sites. Compared with 5-HMF, Ff exhibited higher electrophilicity, contributing to its stronger promoting effect on C3G degradation. These findings demonstrate that HFCS degradation products accelerate C3G degradation through electrophilic addition with its nucleophilic sites, providing a theoretical basis for controlling anthocyanin stability in sugar-containing food systems.

Key words: anthocyanins; stability; high-fructose corn syrup; furfural; 5-hydroxymethylfurfural

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