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Transformation of Geniposide into Genipin by Immobilized β-Glucosidase in a Two-Phase Aqueous-Organic System
Experiment Center of Teaching & Learning, Shanghai University of Traditional Chinese Medicine, Shanghai 201203, China
College of Chemical Engineering, East China University of Science and Technology, Shanghai 200237, China
* Author to whom correspondence should be addressed.
Received: 15 February 2011; in revised form: 3 May 2011 / Accepted: 13 May 2011 / Published: 24 May 2011
Abstract: Genipin is the bioactive compound of geniposide and a natural cross-linking agent. In order to improve the preparation process of genipin, the hydrolysis of geniposide to genipin by immobilized β-glucosidase in an aqueous-organic two-phase system was studied. β-Glucosidase was immobilized by the crosslinking-embedding method using sodium alginate as the carrier. The optimum reaction temperature, pH value and time were 55 °C, 4.5 and 2.5 h, respectively. To reduce genipin hydrolysis and byproduct production the reaction was carried out in an aqueous-organic two-phase system comprising ethyl acetate and sodium acetate buffer. The product was analyzed by HPLC, UV, IR, and NMR. The yield of genipin was 47.81% and its purity was over 98% (HPLC).
Keywords: immobilized β-glucosidase; geniposide; genipin; aqueous-organic two-phase system
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MDPI and ACS Style
Yang, Y.-S.; Zhang, T.; Yu, S.-C.; Ding, Y.; Zhang, L.-Y.; Qiu, C.; Jin, D. Transformation of Geniposide into Genipin by Immobilized β-Glucosidase in a Two-Phase Aqueous-Organic System. Molecules 2011, 16, 4295-4304.
Yang Y-S, Zhang T, Yu S-C, Ding Y, Zhang L-Y, Qiu C, Jin D. Transformation of Geniposide into Genipin by Immobilized β-Glucosidase in a Two-Phase Aqueous-Organic System. Molecules. 2011; 16(5):4295-4304.
Yang, Yi-Shun; Zhang, Tong; Yu, Shai-Cheng; Ding, Yue; Zhang, Li-Ying; Qiu, Chen; Jin, Duo. 2011. "Transformation of Geniposide into Genipin by Immobilized β-Glucosidase in a Two-Phase Aqueous-Organic System." Molecules 16, no. 5: 4295-4304.