Novel Gram-Scale Production of Enantiopure R-Sulforaphane from Tuscan Black Kale Seeds

Molecules

Gina Rosalinda De Nicola³  Patrick Rollin²  Emanuela Mazzon¹ 

[1] IRCCS Centro Neurolesi “Bonino-Pulejo”, Via Provinciale Palermo, S.S.113, Contrada Casazza, Messina 98124, Italy; E-Mail:;Institut de Chimie Organique et Analytique-UMR 7311, Université d’Orléans, Rue de Chartres, BP 6759, Orléans Cedex 2 45067, France; E-Mail:;Consiglio per la Ricerca e la sperimentazione in Agricoltura, Centro di Ricerca per le Colture Industriali (CRA-CIN), Via Di Corticella 133, Bologna 40128, Italy

关键词: R-sulforaphane;    Tuscan black kale;    Brassica oleracea;    glucoraphanin;    glucosinolate;    biphasic system;   

DOI  :  10.3390/molecules19066975

来源: mdpi

【 摘 要 】

Dietary R-sulforaphane is a highly potent inducer of the Keap1/Nrf2/ARE pathway. Furthermore, sulforaphane is currently being used in clinical trials to assess its effects against different tumour processes. This study reports an efficient preparation of enantiopure R-sulforaphane based on the enzymatic hydrolysis of its natural precursor glucoraphanin. As an alternative to broccoli seeds, we have exploited Tuscan black kale seeds as a suitable source for gram-scale production of glucoraphanin. The defatted seed meal contained 5.1% (w/w) of glucoraphanin that was first isolated through an anion exchange chromatographic process, and then purified by gel filtration. The availability of glucoraphanin (purity ≈ 95%, weight basis) has allowed us to develop a novel simple hydrolytic process involving myrosinase (EC 3.2.1.147) in a biphasic system to directly produce R-sulforaphane. In a typical experiment, 1.09 g of enantiopure R-sulforaphane was obtained from 150 g of defatted Tuscan black kale seed meal.

【 授权许可】

CC BY   
© 2014 by the authors; licensee MDPI, Basel, Switzerland.