Biomimetic seleninates and selenonates.
The synthesis of a variety of pyranose-, nucleoside-, (amino acid)-, and polyhydric-based seleninic and selenonic acids by DMDO oxidation of the corresponding selenoesters is reported, as well as some unusual coupling reactions of the seleninate and selenonate functionality with biological nucleophilic groups (sulfhydryl, indole, phenol, imidazole, carboxamide) that are found in proteins and enzyme active sites.
Abdo
Mohannad
M
Department of Chemistry & Chemical Biology, Rutgers-The State University of New Jersey, Piscataway, New Jersey 08854, USA.
Knapp
Spencer
S
D000577:Amides / Q000737:chemistry; D000596:Amino Acids / Q000138:chemical synthesis; D040761:Biomimetic Materials / Q000138:chemical synthesis* / Q000737:chemistry; D002264:Carboxylic Acids / Q000138:chemical synthesis / Q000737:chemistry; D007093:Imidazoles / Q000737:chemistry; D007211:Indoles / Q000737:chemistry; D009705:Nucleosides / Q000138:chemical synthesis; D016566:Organoselenium Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D010084:Oxidation-Reduction; D010636:Phenols / Q000737:chemistry; D011714:Pyrans / Q000138:chemical synthesis; D013438:Sulfhydryl Compounds / Q000737:chemistry
D000577:Amides; D000596:Amino Acids; D002264:Carboxylic Acids; D007093:Imidazoles; D007211:Indoles; D009705:Nucleosides; D016566:Organoselenium Compounds; D010636:Phenols; D011714:Pyrans; D013438:Sulfhydryl Compounds; C473453:seleninic acid