(−)-Sinigrin (CAS 3952-98-5)
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(−)-Sinigrin is a substrate for thioglucosidase that can be found in horseradish root and black mustard seeds. As a glucosinolate, it serves as a precursor to isothiocyanates through the enzymatic reaction mediated by myrosinase, an enzyme that is activated upon plant tissue damage, such as chewing. (−)-Sinigrin plays a role in plant defense mechanisms against pests and diseases. Its hydrolysis product, allyl isothiocyanate, acts as a natural biopesticide, deterring herbivores and inhibiting the growth of fungi and bacteria. It is believed to possess beneficial properties such as anti-inflammatory, anti-tumor, and anti-viral effects, achieved through the modulation of enzymes, cytokines, and other molecules associated with the inflammatory response.
(−)-Sinigrin (CAS 3952-98-5) References
- Myrosinases from root and leaves of Arabidopsis thaliana have different catalytic properties. | Andersson, D., et al. 2009. Phytochemistry. 70: 1345-54. PMID: 19703694
- Feasibility study on the use of visible-near-infrared spectroscopy for the screening of individual and total glucosinolate contents in broccoli. | Hernández-Hierro, JM., et al. 2012. J Agric Food Chem. 60: 7352-8. PMID: 22780224
- Contactless conductivity detection for screening myrosinase substrates by capillary electrophoresis. | Nehmé, R., et al. 2014. Anal Chim Acta. 807: 153-8. PMID: 24356232
- Extraction and characterization of glucosinolates and isothiocyanates from rape seed meal. | Ishikawa, S., et al. 2014. J Oleo Sci. 63: 303-8. PMID: 24492379
- GLS-Finder: A Platform for Fast Profiling of Glucosinolates in Brassica Vegetables. | Sun, J., et al. 2016. J Agric Food Chem. 64: 4407-15. PMID: 27181885
- A Straightforward Method for Glucosinolate Extraction and Analysis with High-pressure Liquid Chromatography (HPLC). | Grosser, K. and van Dam, NM. 2017. J Vis Exp.. PMID: 28362416
- Assessment of Antinutritional Compounds and Chemotaxonomic Relationships between Camelina sativa and Its Wild Relatives. | Amyot, L., et al. 2019. J Agric Food Chem. 67: 796-806. PMID: 30572704
- Capillary electrophoresis with dual detection UV/C4D for monitoring myrosinase-mediated hydrolysis of thiol glucosinolate designed for gold nanoparticle conjugation. | Claude, B., et al. 2019. Anal Chim Acta. 1085: 117-125. PMID: 31522725
- Profiling glucosinolate metabolites in human urine and plasma after broccoli consumption using non-targeted and targeted metabolomic analyses. | Sun, J., et al. 2020. Food Chem. 309: 125660. PMID: 31670121
Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
(−)-Sinigrin, 100 mg | sc-215856B | 100 mg | $136.00 | |||
(−)-Sinigrin, 250 mg | sc-215856 | 250 mg | $219.00 | |||
(−)-Sinigrin, 1 g | sc-215856A | 1 g | $629.00 |