Sinigrin
| Sinigrin | |
|---|---|
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potassium [(E)-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanylbut-3-enylideneamino] sulfate
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| Identifiers | |
| CAS number | 3952-98-5 |
| PubChem | 23682211 |
| MeSH | Sinigrin |
| SMILES |
C=CCC(=NOS(=O)(=O)[O-])SC1C(C(C(C(O1)CO)O)O)O.[K+]
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| Properties | |
| Molecular formula | C10H16KNO9S2 |
| Molar mass | 397.46 g/mol |
| Exact mass | 396.990354 |
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) | |
| Infobox references | |
Sinigrin is a glucosinolate that belongs to the family of glucosides found in some plants of the Brassica family such as brussels sprouts, broccoli, and the seeds of black mustard (Brassica nigra) to name but a few. Whenever sinigrin-containing plant tissue is crushed or otherwise damaged, the enzyme myrosinase degrades sinigrin to a mustard oil (allyl isothiocyanate), which is responsible for the pungent taste of mustard and horseradish.[1] Seeds of white mustard, Sinapis alba, will give a much less pungent mustard because this species contains a different glucosinolate, sinalbin.
The chemical name of sinigrin is allylglucosinolate or 2-propenylglucosinlate.
Research carried out at Norwich Research Park (NRP), in the east of England, has suggested that sinigrin may destroy pre-cancerous cells (apoptosis).[1] It has been suggested, therefore, that sinigrin may prevent colon cancer if foods containing it are eaten regularly.
[edit] See also
[edit] References
- ^ (French) RICHARD H. Arômes alimentaires PDF Document
[edit] External links
- ^ "Institute of Food Research". Why your best friend could be a Brassica. http://www.ifr.ac.uk/public/foodinfosheets/brassicas.html. Retrieved 2006-01-21.
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