𝔖 Bobbio Scriptorium
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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


Pseudo-prolines in cyclic peptides: Conf
✍ Thomas Rückle; Pierre de Lavallaz; Michael Keller; Pascal Dumy; Manfred Mutter 📂 Article 📅 1999 🏛 Elsevier Science 🌐 French ⚖ 382 KB

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