574215
D,L-Sulforaphane
≥98% (UPLC), liquid, phase II detoxifying enzymes inducer, Calbiochem®
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Synonym(s):
D,L-Sulforaphane, 1-Isothiocyanato-4-(methylsulfinyl)butane, R,S-Sulforaphane
Empirical Formula (Hill Notation):
C6H11NOS2
Recommended Products
Quality Level
Assay
≥98% (UPLC)
form
liquid
manufacturer/tradename
Calbiochem®
storage condition
OK to freeze
protect from light
color
slight yellow
solubility
ethanol: 10 mg/mL
DMSO: 20 mg/mL
shipped in
ambient
storage temp.
−20°C
InChI
1S/C6H11NOS2/c1-10(8)5-3-2-4-7-6-9/h2-5H2,1H3
InChI key
SUVMJBTUFCVSAD-UHFFFAOYSA-N
General description
An isothiocyanate isolated from broccoli that acts as a potent inducer of phase II detoxifying enzymes in mouse tissues and murine hepatoma cells in culture. It has been shown to be an effective agent in prevention of chemically-induced mammary tumors in rats. It also inhibits the phase I cytochrome P450 isoenzymes 2E1 and IA2 which have been associated with the activation of carcinogens. The induction of phase II enzymes is mediated by mitogen-activated protein kinase (MAPK) pathway.
An isothiocyanate isolated from broccoli that acts as a potent inducer of phase II detoxifying enzymes in mouse tissues and murine hepatoma cells in culture. Shown to be an effective agent in prevention of chemically-induce mammary tumors in rats. Also shown to inhibit the phase I cytochrome P450 isoenzymes 2E1 and IA2 that have been associated with the activation of carcinogens. The induction of phase II enzymes is mediated by the mitogen-activated protein kinase (MAPK) pathway.
Biochem/physiol Actions
Cell permeable: no
Primary Target
Potent inducer of phase II detoxifying enzymes in mouse tissues and murine hepatoma cells in culture
Potent inducer of phase II detoxifying enzymes in mouse tissues and murine hepatoma cells in culture
Product does not compete with ATP.
Reversible: no
Packaging
Packaged under inert gas
Warning
Toxicity: Standard Handling (A)
Reconstitution
Following reconstitution, aliquot and freeze DMSO stock solutions (-20°C) and ethanol stock solutions (-70°C). DMSO stock solutions are stable for up to 3 months at -20°C and ethanol stock solutions are stable for up to 3 months at -70°C.
Other Notes
Gamet-Payrastre, L., et al. 2000. Cancer Res.60, 1426.
Yu, R., et al. 2000. J. Biol. Chem.275, 2322.
Yu, R., et al. 1999. J. Biol. Chem.274, 27545.
Barcelo, S., et al. 1998. Mutat. Res.402, 111.
Maheo, K., et al. 1997. Cancer Res.57, 3649.
Zhang, Y., et al. 1994. Proc. Natl. Acad. Sci. USA91, 3147.
Zhang, Y., et al. 1992. Proc. Natl. Acad. Sci. USA89, 2399.
Yu, R., et al. 2000. J. Biol. Chem.275, 2322.
Yu, R., et al. 1999. J. Biol. Chem.274, 27545.
Barcelo, S., et al. 1998. Mutat. Res.402, 111.
Maheo, K., et al. 1997. Cancer Res.57, 3649.
Zhang, Y., et al. 1994. Proc. Natl. Acad. Sci. USA91, 3147.
Zhang, Y., et al. 1992. Proc. Natl. Acad. Sci. USA89, 2399.
Legal Information
CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany
WGK
WGK 3
Certificates of Analysis (COA)
Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.
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Jessica Gasparello et al.
Nucleic acid therapeutics, 30(3), 164-174 (2020-02-19)
Sulforaphane (SFN) is one of most important dietary constituents of broccoli (Brassica oleracea) and other cruciferous vegetables, which have been reported to exhibit health benefits, including prevention and therapy of cancer, such as colorectal carcinoma (CRC). The objective of this
Amanda Swain et al.
Nature metabolism, 2(7), 594-602 (2020-07-23)
Following activation, macrophages undergo extensive metabolic rewiring1,2. Production of itaconate through the inducible enzyme IRG1 is a key hallmark of this process3. Itaconate inhibits succinate dehydrogenase4,5, has electrophilic properties6 and is associated with a change in cytokine production4. Here, we
Yuting Yan et al.
Cell death & disease, 12(10), 917-917 (2021-10-09)
We previously demonstrated that sulforaphane (SFN) inhibited autophagy leading to apoptosis in human non-small cell lung cancer (NSCLC) cells, but the underlying subcellular mechanisms were unknown. Hereby, high-performance liquid chromatography-tandem mass spectrometry uncovered that SFN regulated the production of lipoproteins
Eslam Mohamed et al.
Immunity, 52(4), 668-682 (2020-04-16)
The primary mechanisms supporting immunoregulatory polarization of myeloid cells upon infiltration into tumors remain largely unexplored. Elucidation of these signals could enable better strategies to restore protective anti-tumor immunity. Here, we investigated the role of the intrinsic activation of the
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