Seleno-L-methionine

(Selenomethionine; Semet; L-2-Amino-4(MethylSeleno)butanoic acid; (S)-2-Amino-4-(methylseleno)butyric acid)

Purity > 98.0 % (HPLC)

Appearance: White to off-white crystalline powder

Melting Point: 206-266 °C

Optical Rotation: [a]_D= +17 to +19.5º (C=1 in 1N HCl)

Store at 0 °C.

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Background

Seleno-L-methionine increases the activity of glutathione peroxidase in endothelial cells and also exhibits some antioxidant activity. This increased activity of glutathione peroxidase is significant because of its ability to shield cells of excessive peroxynitrite-linked oxidative damage such as mutations and interference with protein tyrosine-based signaling and other protein functions due to formation of 3-nitrotyrosine as well as DNA strand breaks. When administered to certain human cancer cells, seleno-L-methionine has caused apoptosis and aberrant mitosis. The cell lines displayed a dose-dependent growth inhibition by seleno-L-methionine in the micromolar range, while the inhibition of normal fibroblast growth required low millimolar range seleno-L-methionine.

Seleno-L-methionine is popular in x-ray crystallography. Replacing methionine in proteins with seleno-L-methionine is common practice because of the increased electron density of the selenium atom allowing more effective diffraction. By incorporating selenium or other heavy atoms, experimental phase determination is a more manageable task.

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