N-Methylmaleimide
0N-Methylmaleimide is a chemical compound that belongs to the class of organic compounds known as maleimides. It is used in various chemical reactions and has significant applications in biochemistry and pharmacology.
Chemical Structure[edit | edit source]
N-Methylmaleimide has a simple structure, consisting of a five-membered ring with two double bonds, one of which is part of an amide group. The other double bond connects the amide group to a methyl group, which gives the compound its name.
Synthesis[edit | edit source]
The synthesis of N-Methylmaleimide typically involves the reaction of maleic anhydride with methylamine. This reaction proceeds via nucleophilic acyl substitution, a common mechanism in organic chemistry.
Applications[edit | edit source]
N-Methylmaleimide is often used as a reagent in chemical reactions. One of its most notable uses is in the Diels-Alder reaction, a type of cycloaddition that allows for the construction of complex organic structures. In biochemistry, N-Methylmaleimide is used as a protein modifier, specifically targeting cysteine residues.
Safety[edit | edit source]
Like many organic compounds, N-Methylmaleimide should be handled with care. It can cause irritation to the skin and eyes, and may be harmful if swallowed or inhaled.
See Also[edit | edit source]
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Credits:Most images are courtesy of Wikimedia commons, and templates Wikipedia, licensed under CC BY SA or similar.Contributors: Prab R. Tumpati, MD