Pseudo-prolines (ΨPro): direct insertion of ΨPro systems into cysteine containing peptides
✍ Scribed by Jean-François Guichou; Luc Patiny; Manfred Mutter
- Book ID
- 104251173
- Publisher
- Elsevier Science
- Year
- 2002
- Tongue
- French
- Weight
- 63 KB
- Volume
- 43
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
The direct conversion of cysteine (Cys) containing peptides into conformationally constrained pseudo-proline (CPro) 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] 8 CsA.
📜 SIMILAR VOLUMES
Linear peptide H-Pro-Thr(WM~MCpro)-Pro-OH containing a preformed c/s-Pro-Thr(W~c'MCpro) tertiary amide bond cyclises instantaneously and free of formation of oligomeric structures to the cyclic tripeptide cyclo-[Pro-Thr(WM~MCpro)-Pro]. Even at concentrations up to 10 "1 M peptide, no oligomeric stru