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574215

Sigma-Aldrich

D,L-Sulforaphane

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

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill):
C6H11NOS2
Numéro CAS:
Poids moléculaire :
177.29
Numéro MDL:
Code UNSPSC :
12352200
Nomenclature 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.

Niveau de qualité

Pureté

≥98% (UPLC)

Forme

liquid

Fabricant/nom de marque

Calbiochem®

Conditions de stockage

OK to freeze
protect from light

Couleur

slight yellow

Solubilité

ethanol: 10 mg/mL
DMSO: 20 mg/mL

Conditions d'expédition

ambient

Température de stockage

−20°C

InChI

1S/C6H11NOS2/c1-10(8)5-3-2-4-7-6-9/h2-5H2,1H3

Clé InChI

SUVMJBTUFCVSAD-UHFFFAOYSA-N

Description générale

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.

Actions biochimiques/physiologiques

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

Conditionnement

Packaged under inert gas

Avertissement

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.

Autres remarques

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.

Informations légales

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

Code de la classe de stockage

10 - Combustible liquids

Classe de danger pour l'eau (WGK)

WGK 3


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Consulter la Bibliothèque de documents

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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