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M6680

Sigma-Aldrich

Se-(Methyl)selenocysteine hydrochloride

≥95% (TLC)

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Empirical Formula (Hill Notation):
C4H9NO2Se · HCl
CAS Number:
Molecular Weight:
218.54
MDL number:
PubChem Substance ID:
NACRES:
NA.32

Assay

≥95% (TLC)

storage temp.

−20°C

SMILES string

Cl.C[Se]C[C@H](N)C(O)=O

InChI

1S/C4H9NO2Se.ClH/c1-8-2-3(5)4(6)7;/h3H,2,5H2,1H3,(H,6,7);1H/t3-;/m0./s1

InChI key

JMPVTFHGWJDSDV-DFWYDOINSA-N

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This Item
S0520M4758S2189
SE 175 ≥97%

Sigma-Aldrich

S2189

SE 175

storage temp.

−20°C

storage temp.

-

storage temp.

−20°C

storage temp.

−20°C

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

General description

Selenium (Se)-(Methyl) selenocysteine (MeSeCys) is a methylated product of selenocysteine, this reaction is catalyzed by selenocysteine methyltransferase (SMT) in Astragalus bisulcatus.

Application

Se-(Methyl) selenocysteine hydrochloride has been used as a standard in fluorescence-XANES (X-ray absorption near-edge spectroscopy) imaging.

Biochem/physiol Actions

Selenium (Se)-(Methyl) selenocysteine functions as a potent chemotherapeutic agent for human breast cancer. Enhanced production of methlylselenol from L-Se-methylselenocysteine in vivo alters redox status of cells and oxidatively triggers cellular apoptosis. It is implicated in inhibition of mammary tumor formation in rats.
Se-(Methyl)selenocysteine is a chemopreventive agent that blocks cell cycle progression and proliferation of premalignant mammary lesions and induces apoptosis of cancer cell lines in culture.

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - STOT RE 2

Storage Class Code

6.1A - Combustible, acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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In situ speciation and distribution of toxic selenium in hydrated roots of cowpea.
Wang P
Plant Physiology, 163(1), 407-418 (2013)
Production of Se-methylselenocysteine in transgenic plants expressing selenocysteine methyltransferase.
Ellis DR
BMC plant biology, 4:1 (2004)
Synchrotron-based X-ray absorption near-edge spectroscopy imaging for laterally resolved speciation of selenium in fresh roots and leaves of wheat and rice.
Wang P
Journal of Experimental Botany, 66(15), 4795-4806 (2015)
N V Dolgova et al.
Metallomics : integrated biometal science, 8(3), 305-312 (2016-01-20)
Selenium is an essential micronutrient for many organisms, and in vertebrates has a variety of roles associated with protection from reactive oxygen species. Over the past two decades there have been conflicting reports upon human health benefits and detriments arising
Dimethyldiselenide and methylseleninic acid generate superoxide in an in vitro chemiluminescence assay in the presence of glutathione: implications for the anticarcinogenic activity of L-selenomethionine and L-Se-methylselenocysteine.
Spallholz JE
Nutrition and Cancer, 40(1), 34-41 (2001)

Articles

Antioxidants protect biological systems from oxidative damage produced by oxygen-containing free radicals and from redoxactive transition metal ions such as iron, copper, and cadmium.

Chromatograms

application for HPLC

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