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Molecules 2011, 16(5), 4295-4304; doi:10.3390/molecules16054295

Transformation of Geniposide into Genipin by Immobilized β-Glucosidase in a Two-Phase Aqueous-Organic System

1
Experiment Center of Teaching & Learning, Shanghai University of Traditional Chinese Medicine, Shanghai 201203, China
2
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 / Revised: 3 May 2011 / Accepted: 13 May 2011 / Published: 24 May 2011
(This article belongs to the Section Natural Products)
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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 immobilized β-glucosidase; geniposide; genipin; aqueous-organic two-phase system
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

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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.

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