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One‐Pot Synthesis of Highly Functionalized Seleno Amino Acid Derivatives
Author(s) -
Liu Haixia,
Dömling Alexander
Publication year - 2009
Publication title -
chemical biology and drug design
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.59
H-Index - 77
eISSN - 1747-0285
pISSN - 1747-0277
DOI - 10.1111/j.1747-0285.2009.00854.x
Subject(s) - selenocysteine , selenium , amino acid , chemistry , isocyanide , combinatorial chemistry , substrate (aquarium) , chemical biology , biochemistry , organic chemistry , enzyme , biology , cysteine , ecology
We herein provide a new and rapid protocol to generate derivatives of seleno amino acid, including methyl selenocysteine, selenomethionine, and selenocystine. Applying the isocyanide‐based multicomponent reaction Ugi‐4C‐5C reaction, we show that each of the commercially available seleno amino acids are good substrate for these reactions and can be used together with complementary oxocomponents and isocyanides to generate highly diverse functionalized selenium‐containing compounds. These compounds might become useful tools for applications in chemical biology to elucidate the role of selenium in biochemistry.