Novel Gram-Scale Production of Enantiopure R-Sulforaphane from Tuscan Black Kale Seeds
Abstract
:1. Introduction
2. Results and Discussion
2.1. Purification of Glucoraphanin from Tuscan Black Kale Seeds
Purification Step | Amount | Aliphatic GLs | Indole-Type GLs | Total GLs | |||
---|---|---|---|---|---|---|---|
GIB | GRA | GER | 4-OH-GBS | GBS | |||
TBK-DSM | 150 g | 0.15 (±0.01) a | 7.66 (±0.62) | 1.25(±0.17) | 0.46 (±0.05) | 0.01 (±0.00) | 9.53 (±0.85) |
Ethanolic extract | 2.29 L | 0.10 (±0.00) | 6.20 (±0.02) | 0.88(±0.00) | 0.19 (±0.07) | 0.10 (±0.00) | 7.47 (±0.09) |
GLs mix powder
(from DEAE A-25) | 7.19 g | 0.10 (±0.00) | 5.83 (±0.14) | 0.48(±0.06) | − | − | 6.41 (±0.20) |
Purified GRA | 3.10 g | ||||||
R-Sulforaphane | 1.09 g |
2.2. Glucoraphanin Molar Extinction Coefficient Determination
2.3. Production of Enantiopure R-Sulforaphane
2.4. R-Sulforaphane Characterization
2.5. Discussion
3. Experimental
3.1. Chemicals
3.2. Plant Source
3.3. Glucoraphanin Extraction and Purification
3.4. R-Sulforaphane Production
3.5. Glucosinolate Profiling and Quantification by HPLC-PDA Analysis
3.6. Glucoraphanin Molar Extinction Coefficient Determination
3.7. NMR Analysis of Glucoraphanin and Sulforaphane
3.8. HPLC-PDA Analysis of Sulforaphane
3.9. IR of Sulforaphane
3.10. GC/MS Analysis of Sulforaphane
3.11. Optical Rotation of Sulforaphane
4. Conclusions
Acknowledgments
Author Contributions
Conflicts of Interest
References
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De Nicola, G.R.; Rollin, P.; Mazzon, E.; Iori, R. Novel Gram-Scale Production of Enantiopure R-Sulforaphane from Tuscan Black Kale Seeds. Molecules 2014, 19, 6975-6986. https://doi.org/10.3390/molecules19066975
De Nicola GR, Rollin P, Mazzon E, Iori R. Novel Gram-Scale Production of Enantiopure R-Sulforaphane from Tuscan Black Kale Seeds. Molecules. 2014; 19(6):6975-6986. https://doi.org/10.3390/molecules19066975
Chicago/Turabian StyleDe Nicola, Gina Rosalinda, Patrick Rollin, Emanuela Mazzon, and Renato Iori. 2014. "Novel Gram-Scale Production of Enantiopure R-Sulforaphane from Tuscan Black Kale Seeds" Molecules 19, no. 6: 6975-6986. https://doi.org/10.3390/molecules19066975