Fmoc solid-phase synthesis of peptide thioesters using an intramolecularn,S-acyl shift.
Org Lett
; 7(13): 2647-50, 2005 Jun 23.
Article
em En
| MEDLINE
| ID: mdl-15957912
ABSTRACT
[reaction see text] We describe the Fmoc solid-phase synthesis of peptide thioesters based on the alkylation of the safety-catch sulfonamide linker with a protected 2-mercaptoethanol derivative. The thioester is generated on the solid phase after the peptide chain assembly as a consequence of an intramolecular N,S-acyl shift. Depending on the stability of the spacer separating the sulfonamide linker from the resin toward TFA, treatment of the peptidyl resin with TFA led to a soluble or supported deprotected thioester.
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Base de dados:
MEDLINE
Assunto principal:
Peptídeos
/
Técnicas de Química Combinatória
/
Aminoácidos
Idioma:
En
Ano de publicação:
2005
Tipo de documento:
Article