Abstract

The direct conversion of cysteine (Cys) containing peptides into conformationally constrained pseudo-proline (TPro) derivatives by intraresidual N,S-acetalisation has been achieved. This post-synthetic modification represents a versatile tool in structure-activity studies of bioactive peptides as exemplified for the immunosuppressive cyclosporine A (CsA) analogue [D-Cys]*CsA. (C) 2002 Elsevier Science Ltd. All rights reserved.

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