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M6680

Sigma-Aldrich

Se-(Methyl)selenocysteine hydrochloride

≥95% (TLC)

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About This Item

Empirical Formula (Hill Notation):
C4H9NO2Se · HCl
CAS Number:
863394-07-4
Molecular Weight:
218.54
MDL number:
MFCD03412450
UNSPSC Code:
12352209
PubChem Substance ID:
24278564
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

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

H301 + H331,H373,H410

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

Certificates of Analysis (COA)

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Production of Se-methylselenocysteine in transgenic plants expressing selenocysteine methyltransferase.
Ellis DR
BMC plant biology, 4:1 (2004)
In situ speciation and distribution of toxic selenium in hydrated roots of cowpea.
Wang P
Plant Physiology, 163(1), 407-418 (2013)
Se-methylselenocysteine: a new compound for chemoprevention of breast cancer.
Medina D
Nutrition and Cancer, 40(1), 12-17 (2001)
Junkun Ma et al.
Biological trace element research, 191(1), 159-166 (2018-12-14)
Mastitis is one of the most important diseases affecting the dairy industry in the world, and it also poses a great threat to human food safety. In this study, we explored whether selenium can inhibit the activation of the NALP3
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)
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Articles

Dietary Antioxidants

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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