Glucoraphanin

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Glucoraphanin
Glucoraphanin.png
Potassium salt of glucoraphanin
Names
IUPAC name
1-S-[(1E)-5-(methylsulfinyl)-N-(sulfonatooxy)pentanimidoyl]-1-thio-β-D-glucopyranose
Other names
Glucorafanin; 4-Methylsulfinylbutyl glucosinolate
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
Properties
C12H23NO10S3
Molar mass 437.49 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Glucoraphanin is a glucosinolate found in broccoli,[1] cauliflower,[2] and mustard.[3]

Glucoraphanin is converted to Sulforaphane by the enzyme Myrosinase[4]. In plants sulforaphane deters insect predators and act as a selective antibiotic[5], in humans sulforaphane consumption has been linked with a decrease in Neurodegenerative[6] and Cardiovascular Disease[7].

Due to the potential health benefits, a variety of broccoli has been bred to contain 2-3 times more glucoraphanin than standard broccoli.[8]


References[edit]

  1. ^ James, D.; Devaraj, S.; Bellur, P.; Lakkanna, S.; Vicini, J.; Boddupalli, S. (2012). "Novel concepts of broccoli sulforaphanes and disease: Induction of phase II antioxidant and detoxification enzymes by enhanced-glucoraphanin broccoli". Nutrition Reviews. 70 (11): 654–65. doi:10.1111/j.1753-4887.2012.00532.x. PMID 23110644.
  2. ^ Jeffery, E. H.; Brown, A. F.; Kurilich, A. C.; Keck, A. S.; Matusheski, N.; Klein, B. P.; Juvik, J. A. (2003). "Variation in content of bioactive components in broccoli". Journal of Food Composition and Analysis. 16 (3): 323–330. doi:10.1016/S0889-1575(03)00045-0.
  3. ^ Oh, K.; SangOk, K.; Rak, C. (2015). "Sinigrin content of different parts of Dolsan leaf mustard". Korean Journal of Food Preservation. 22 (4): 553–558. doi:10.11002/kjfp.2015.22.4.553.
  4. ^ Cuomo, Valentina; Luciano, Fernando B.; Meca, Giuseppe; Ritieni, Alberto; Mañes, Jordi (26 November 2014). "Bioaccessibility of glucoraphanin from broccoli using an gastrointestinal digestion model". CyTA - Journal of Food. 13 (3): 361–365. doi:10.1080/19476337.2014.984337.
  5. ^ Fahey, Jed W.; Holtzclaw, W. David; Wehage, Scott L.; Wade, Kristina L.; Stephenson, Katherine K.; Talalay, Paul; Mukhopadhyay, Partha (2 November 2015). "Sulforaphane Bioavailability from Glucoraphanin-Rich Broccoli: Control by Active Endogenous Myrosinase". PLOS ONE. 10 (11): e0140963. doi:10.1371/journal.pone.0140963. PMC 4629881.
  6. ^ Tarozzi, Andrea; Angeloni, Cristina; Malaguti, Marco; Morroni, Fabiana; Hrelia, Silvana; Hrelia, Patrizia (2013). "Sulforaphane as a Potential Protective Phytochemical against Neurodegenerative Diseases". Oxidative Medicine and Cellular Longevity. 2013: 1–10. doi:10.1155/2013/415078.
  7. ^ Bai, Yang; Wang, Xiaolu; Zhao, Song; Ma, Chunye; Cui, Jiuwei; Zheng, Yang (2015). "Sulforaphane Protects against Cardiovascular Disease via Nrf2 Activation". Oxidative Medicine and Cellular Longevity. 2015: 1–13. doi:10.1155/2015/407580. PMC 4637098.
  8. ^ Cheng, Maria (October 26, 2011). "UK scientists grow super broccoli". Associated Press. Retrieved 10 November 2011.