1. Academic Validation
  2. Novel gram-scale production of enantiopure R-sulforaphane from Tuscan black kale seeds

Novel gram-scale production of enantiopure R-sulforaphane from Tuscan black kale seeds

  • Molecules. 2014 May 27;19(6):6975-86. doi: 10.3390/molecules19066975.
Gina Rosalinda De Nicola 1 Patrick Rollin 2 Emanuela Mazzon 3 Renato Iori 4
Affiliations

Affiliations

  • 1 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. gina.denicola@cracin.it.
  • 2 Institut de Chimie Organique et Analytique-UMR 7311, Université d'Orléans, Rue de Chartres, BP 6759, Orléans Cedex 2 45067, France. patrick.rollin@univ-orleans.fr.
  • 3 IRCCS Centro Neurolesi "Bonino-Pulejo", Via Provinciale Palermo, S.S.113, Contrada Casazza, Messina 98124, Italy. mazzon@irccsneurolesiboninopulejo.it.
  • 4 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. renato.iori@entecra.it.
Abstract

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.

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