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574215

Sigma-Aldrich

D,L-Sulforaphane

≥98% (UPLC), liquid, phase II detoxifying enzymes inducer, Calbiochem®

Synonym(s):

D,L-Sulforaphane, 1-Isothiocyanato-4-(methylsulfinyl)butane, R,S-Sulforaphane

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About This Item

Empirical Formula (Hill Notation):
C6H11NOS2
CAS Number:
4478-93-7
Molecular Weight:
177.29
MDL number:
MFCD00198068
UNSPSC Code:
12352200
NACRES:
NA.77

product name

D,L-Sulforaphane, 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.

Quality Level

100

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
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.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

wgk_germany

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
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

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