Facile chemoselective synthesis of dehydroalanine-containing peptides.
Org Lett
; 2(23): 3603-6, 2000 Nov 16.
Article
en En
| MEDLINE
| ID: mdl-11073655
ABSTRACT
Useful methodology is described for the synthesis of dehydroalanine residues (II) within peptides. The unnatural amino acid (Se)-phenylselenocysteine (I) can be incorporated into growing peptide chains via standard peptide synthesis procedures. Subsequent oxidative elimination affords a dehydroalanine at the desired position. The oxidation conditions are mild and tolerate functionalities commonly found in peptides, including variously protected cysteine residues. To illustrate its utility, cyclic lanthionines have been synthesized by this method.
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Colección:
01-internacional
Banco de datos:
MEDLINE
Asunto principal:
Péptidos
/
Alanina
Idioma:
En
Revista:
Org Lett
Asunto de la revista:
BIOQUIMICA
Año:
2000
Tipo del documento:
Article
País de afiliación:
Estados Unidos