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Merck

S6317

Sigma-Aldrich

L-Sulforaphane

≥95% (HPLC), oil

Sinónimos:

(R)-1-Isothiocyanato-4-(methylsulfinyl)butane, 4-Methylsulfinylbutyl isothiocyanate

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About This Item

Fórmula empírica (notación de Hill):
C6H11NOS2
Número de CAS:
Peso molecular:
177.29
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Quality Level

assay

≥95% (HPLC)

form

oil

optical activity

[α]/D -70 to -90°, c = 1.0 in chloroform-d

color

light yellow

solubility

DMSO: >5 mg/mL

storage temp.

−20°C

SMILES string

CS(=O)CCCCN=C=S

InChI

1S/C6H11NOS2/c1-10(8)5-3-2-4-7-6-9/h2-5H2,1H3/t10-/m1/s1

InChI key

SUVMJBTUFCVSAD-SNVBAGLBSA-N

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Application

L-Sulforaphane was used to study Nrf2-mediated signaling in mouse primary preadipocytes6 and murine macrophage RAW 264.7 cell line.7

Biochem/physiol Actions

L-Sulforaphane is a potent, selective inducer of phase II detoxification enzymes with anticarcinogenic properties. Organosulfur compound found in cruciferous vegetables, including broccoli.
Sulforaphane is an anti-cancer, anti-microbial and anti-diabetic compound found in cruciferous vegetables.3,4 It induces the production of detoxifying enzymes such as quinone reductase and glutathione S-transferase that cause xenobiotic transformation. Sulforaphane also increases the transcription of tumor suppressor proteins and inhibits histone deacetylases. It modulates inflammatory responses by suppressing the LPS-mediated expression of iNOS, COX-2, IL-1β and TNF-α.3,5

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves


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Tiziana Latronico et al.
Inflammopharmacology, 29(2), 561-571 (2020-11-17)
Isothiocyanates (ITCs), present as glucosinolate precursors in cruciferous vegetables, have shown anti-inflammatory, antioxidant and anticarcinogenic activities. Here, we compared the effects of three different ITCs on ROS production and on the expression of matrix metalloproteinase (MMP)-2 and -9, which represent
Mohammed Ali Selo et al.
Frontiers in bioengineering and biotechnology, 8, 1030-1030 (2020-10-06)
Multidrug resistance-associated protein-1 (MRP1/ABCC1) is highly expressed in human lung tissues. Recent studies suggest that it significantly affects the pulmonary disposition of its substrates, both after pulmonary and systemic administration. To better understand the molecular mechanisms involved, we studied the
Pengfei Liu et al.
Redox biology, 38, 101766-101766 (2020-10-31)
Idiopathic pulmonary fibrosis (IPF) is a progressive and irreversible disease characterized by an increase in differentiation of fibroblasts to myofibroblasts and excessive accumulation of extracellular matrix in lung tissue. Pharmacological activation of NRF2 has proved to be a valuable antifibrotic
David Olagnier et al.
Nature communications, 9(1), 3506-3506 (2018-08-31)
The transcription factor Nrf2 is a critical regulator of inflammatory responses. If and how Nrf2 also affects cytosolic nucleic acid sensing is currently unknown. Here we identify Nrf2 as an important negative regulator of STING and suggest a link between
Valeria Capurro et al.
PloS one, 8(2), e56870-e56870 (2013-02-27)
Alzheimer's disease (AD) is characterized by progressive loss of cognitive function, dementia and altered behavior. Over 30 million people worldwide suffer from AD and available therapies are still palliative rather than curative. Recently, Memoquin (MQ), a quinone-bearing polyamine compound, has

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