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

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 cro...

Descripción completa

Detalles Bibliográficos
Autores principales: Yang, Yi-Shun, Zhang, Tong, Yu, Shai-Cheng, Ding, Yue, Zhang, Li-Ying, Qiu, Chen, Jin, Duo
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2011
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6263355/
https://www.ncbi.nlm.nih.gov/pubmed/21610658
http://dx.doi.org/10.3390/molecules16054295
_version_ 1783375275745083392
author Yang, Yi-Shun
Zhang, Tong
Yu, Shai-Cheng
Ding, Yue
Zhang, Li-Ying
Qiu, Chen
Jin, Duo
author_facet Yang, Yi-Shun
Zhang, Tong
Yu, Shai-Cheng
Ding, Yue
Zhang, Li-Ying
Qiu, Chen
Jin, Duo
author_sort Yang, Yi-Shun
collection PubMed
description 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).
format Online
Article
Text
id pubmed-6263355
institution National Center for Biotechnology Information
language English
publishDate 2011
publisher MDPI
record_format MEDLINE/PubMed
spelling pubmed-62633552018-12-10 Transformation of Geniposide into Genipin by Immobilized β-Glucosidase in a Two-Phase Aqueous-Organic System Yang, Yi-Shun Zhang, Tong Yu, Shai-Cheng Ding, Yue Zhang, Li-Ying Qiu, Chen Jin, Duo Molecules Article 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). MDPI 2011-05-24 /pmc/articles/PMC6263355/ /pubmed/21610658 http://dx.doi.org/10.3390/molecules16054295 Text en © 2011 by the authors; licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/3.0/).
spellingShingle Article
Yang, Yi-Shun
Zhang, Tong
Yu, Shai-Cheng
Ding, Yue
Zhang, Li-Ying
Qiu, Chen
Jin, Duo
Transformation of Geniposide into Genipin by Immobilized β-Glucosidase in a Two-Phase Aqueous-Organic System
title Transformation of Geniposide into Genipin by Immobilized β-Glucosidase in a Two-Phase Aqueous-Organic System
title_full Transformation of Geniposide into Genipin by Immobilized β-Glucosidase in a Two-Phase Aqueous-Organic System
title_fullStr Transformation of Geniposide into Genipin by Immobilized β-Glucosidase in a Two-Phase Aqueous-Organic System
title_full_unstemmed Transformation of Geniposide into Genipin by Immobilized β-Glucosidase in a Two-Phase Aqueous-Organic System
title_short Transformation of Geniposide into Genipin by Immobilized β-Glucosidase in a Two-Phase Aqueous-Organic System
title_sort transformation of geniposide into genipin by immobilized β-glucosidase in a two-phase aqueous-organic system
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6263355/
https://www.ncbi.nlm.nih.gov/pubmed/21610658
http://dx.doi.org/10.3390/molecules16054295
work_keys_str_mv AT yangyishun transformationofgeniposideintogenipinbyimmobilizedbglucosidaseinatwophaseaqueousorganicsystem
AT zhangtong transformationofgeniposideintogenipinbyimmobilizedbglucosidaseinatwophaseaqueousorganicsystem
AT yushaicheng transformationofgeniposideintogenipinbyimmobilizedbglucosidaseinatwophaseaqueousorganicsystem
AT dingyue transformationofgeniposideintogenipinbyimmobilizedbglucosidaseinatwophaseaqueousorganicsystem
AT zhangliying transformationofgeniposideintogenipinbyimmobilizedbglucosidaseinatwophaseaqueousorganicsystem
AT qiuchen transformationofgeniposideintogenipinbyimmobilizedbglucosidaseinatwophaseaqueousorganicsystem
AT jinduo transformationofgeniposideintogenipinbyimmobilizedbglucosidaseinatwophaseaqueousorganicsystem

Ejemplares similares