Efficient Preparation of High-Purity Sulforaphene: Selective Immobilization of Myrosinase by Designing a Concanavalin A-Loaded Metal–Organic Framework

Isothiocyanates (ITCs) in cruciferous plants are natural active ingredients with cancer-preventive, anti-inflammatory, and antibacterial functions. ITCs are generated through the hydrolysis of glucosinolates by myrosinase (MYR). However, the presence of specifier proteins, especially epithionitrile-specifier proteins (ESPs), significantly impacts the yield, purification, and application of ITCs. Herein, we designed a metal-organic framework to selectively immobilize MYR by constructing a concanavalin A (ConA)-loaded ZIF-8 core. The 1.55-fold higher sulforaphane (SFE)-generation activity of ConA-MYR@ZIF-8 compared to ConA-free groups demonstrated the selectivity of ConA@ZIF-8 toward MYR. Impurities, including nitrile generated by ESP, were effectively excluded. ConA-MYR@ZIF-8 maintained over 93.9% activity after 1 week of storage at 4 °C and retained 77.9% activity after 20 cycles. SFE with 97.8% purity was prepared in a yield of 14.9 mg/(g·h) through enzymatic reactions coupled with real-time dichloromethane column extraction, achieving a recovery rate of 90.1%. This study provided new insights for the efficient preparation of SFE and other ITCs.

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Journal
Journal of Agricultural and Food Chemistry
Published
2025-08-25
DOI
https://doi.org/10.1021/acs.jafc.5c06629
Primary Topic
Metal-Organic Frameworks: Synthesis and Applications
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article
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article

Efficient Preparation of High-Purity Sulforaphene: Selective Immobilization of Myrosinase by Designing a Concanavalin A-Loaded Metal–Organic Framework

Yuman Guo, Mingming Li, Qipeng Yuan, Zehua Li et al.
Journal of Agricultural and Food Chemistry
Metal-Organic Frameworks: Synthesis and Applications
article

Efficient Preparation of High-Purity Sulforaphene: Selective Immobilization of Myrosinase by Designing a Concanavalin A-Loaded Metal–Organic Framework

Yuman Guo, Mingming Li, Qipeng Yuan, Zehua Li, Zhou Meng, Mintong Tian, Purui Yu
article en

Abstract

Isothiocyanates (ITCs) in cruciferous plants are natural active ingredients with cancer-preventive, anti-inflammatory, and antibacterial functions. ITCs are generated through the hydrolysis of glucosinolates by myrosinase (MYR). However, the presence of specifier proteins, especially epithionitrile-specifier proteins (ESPs), significantly impacts the yield, purification, and application of ITCs. Herein, we designed a metal-organic framework to selectively immobilize MYR by constructing a concanavalin A (ConA)-loaded ZIF-8 core. The 1.55-fold higher sulforaphane (SFE)-generation activity of ConA-MYR@ZIF-8 compared to ConA-free groups demonstrated the selectivity of ConA@ZIF-8 toward MYR. Impurities, including nitrile generated by ESP, were effectively excluded. ConA-MYR@ZIF-8 maintained over 93.9% activity after 1 week of storage at 4 °C and retained 77.9% activity after 20 cycles. SFE with 97.8% purity was prepared in a yield of 14.9 mg/(g·h) through enzymatic reactions coupled with real-time dichloromethane column extraction, achieving a recovery rate of 90.1%. This study provided new insights for the efficient preparation of SFE and other ITCs.

Journal of Agricultural and Food ChemistryVol. 73(36)
State Key Laboratory of Chemical Engineering (CN), Beijing University of Chemical Technology (CN)
National Natural Science Foundation of China
Openalex Percentile: Top 82%
Metal-Organic Frameworks: Synthesis and Applications
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