Mild reductive cleavage of tryptophan and histidine side-chain protecting groups

The activation potentials of the p-toluenesulfonyl and benzoyl groups as determined by cyclic voltammetry when they are Linked to indole or imidazole are less negative than when these groups are linked to aliphatic amines. This makes them most suitable for side-chain protection of tryptophan and his...

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Detalhes bibliográficos
Autor principal: Maia, Hernâni Lopes Silva (author)
Outros Autores: Monteiro, Luís S. (author), Sebastião, Joana (author)
Formato: article
Idioma:eng
Publicado em: 2001
Assuntos:
Texto completo:http://hdl.handle.net/1822/72932
País:Portugal
Oai:oai:repositorium.sdum.uminho.pt:1822/72932
Descrição
Resumo:The activation potentials of the p-toluenesulfonyl and benzoyl groups as determined by cyclic voltammetry when they are Linked to indole or imidazole are less negative than when these groups are linked to aliphatic amines. This makes them most suitable for side-chain protection of tryptophan and histidine, as it allows mild selective cleavage not only by controlled-potential electrolysis but also by chemical reduction using either magnesium in anhydrous methanol or mercury-activated aluminum.