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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

Quality Level

200

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

PDSCL

Poisonous substance

PRTR

Class I Designated Chemical Substances

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

M6680-100MG:4548173203256
M6680-BULK:
M6680-VAR:

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Certificates of Analysis (COA)

Lot/Batch Number
0000276065
SLCD8869
SLBX5460
SLBT5501
SLBP0657V

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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)
Se-methylselenocysteine: a new compound for chemoprevention of breast cancer.
Medina D
Nutrition and Cancer, 40(1), 12-17 (2001)
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
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Chromatograms

application for HPLC

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