An activator of Keap1-Nrf2 signaling
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Sulforaphane

Item No. 10496

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1-isothiocyanato-4-(methylsulfinyl)-butane
CAS Number
4478-93-7
Synonyms
  • SFN
Molecular Formula
C6H11NOS2
Formula Weight
177.3
Purity
≥90%
Formulation (Request formulation change)
A neat oil
Solubility(Learn about Variance in Solubility)
DMF: 3 mg/mlDMSO: 16 mg/mlEthanol: 20 mg/mlPBS (pH 7.2): 10 mg/ml
λmax
245 nm
SMILES
CS(CCCCN=C=S)=O
InChi Code
InChI=1S/C6H11NOS2/c1-10(8)5-3-2-4-7-6-9/h2-5H2,1H3
InChi Key
SUVMJBTUFCVSAD-UHFFFAOYSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-80°C
Shipping
Dry ice in continental US; may vary elsewhere
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    5 mg

    $42

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    10 mg

    $63

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    25 mg

    $147

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    50 mg

    $251

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    Cayman Chemical
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    Product Description

    Nrf2 activation of the antioxidant response element (ARE) is central to cytoprotective gene expression against oxidative and/or electrophilic stress.1 Unless activated by inflammatory, environmental, or oxidative stressors, Nrf2 is sequestered in the cytoplasm by its repressor, Keap1.2 Because of its protective capabilities, small molecules that activate Nrf2 signaling are being examined as potential anti-cancer or anti-inflammatory agents.3 Sulforaphane is an isothiocyanate derived from cruciferous vegetables, including broccoli, that potently induces chemopreventative enzymes via Keap1-Nrf2 signaling and ARE-driven gene expression.4 At 15 μM, sulforaphane inhibits class I and II HDAC activity and suppresses tumor growth by inducing cell cycle arrest and apoptosis selectively in various cancerous prostate epithelial cells without affecting normal cells.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Wang, R., Kern, J.T., Goodfriend, T.L., et al. Activation of the antioxidant response element by specific oxidized metabolites of linoleic acid. Prostaglandins Leukot. Essent. Fatty Acids 81(1), 53-59 (2009).

    2. Gao, L., Wang, J., Sekhar, K.R., et al. Novel n-3 fatty acid oxidation products activate Nrf2 by destabilizing the association between Keap1 and Cullin3. The Journal of Biological Chemisty 282(4), 2529-2537 (2007).

    3. Taguchi, K., Motohashi, H., and Yamamoto, M. Molecular mechanisms of the Keap1-Nrf2 pathway in stress response and cancer evolution. Genes Cells 16(2), 123-140 (2011).

    4. Dinkova-Kostova, A.T., Holtzclaw, W.D., Cole, R.N., et al. Direct evidence that sulfhydryl groups of Keap1 are the sensors regulating induction of phase 2 enzymes that protect against carcinogens and oxidants. Proc. Natl. Acad. Sci. USA 99(18), 11908-11913 (2012).

    5. Clarke, J.D., Hsu, A., Yu, Z., et al. Differential effects of sulforaphane on histone deacetylases, cell cycle arrest and apoptosis in normal prostate cells versus hyperplastic and cancerous prostate cells. Mol. Nutr. Food Res. 55(7), 999-1009 (2011).