Method for synthesizing conformationally constrained peptides, peptidomimetics and the use thereof as synthetic vaccines

US7569541B2 · kind B2 · utility

Assignee

• Mymetics Corporation · US

Inventors

• Gerd Pluschke · Annaberg-Buchholz, DE
• Ursula Kienzl · Zürich, CH
• John Robinson · Spanish Fork, US
• Rinaldo Zurbriggen · Davos, CH

Key dates

• Filing date: Jun 2, 2004
• Grant date: Aug 4, 2009
• Expiry date: Oct 2, 2024

Classification

• Technology area (CPC Y): Emerging Cross-Sectional Technologies
• CPC primary: Y02A50/30
• WIPO field: Pharmaceuticals
• WIPO sector: Chemistry

Abstract

The present invention relates to methods for synthesizing conformationally constrained peptides and cyclic peptidomimetics obtainable by these methods which are conformationally constrained due an internal cross-link. This cross-link is formed between the side chain of an amino acid residue or analog and a (2S, 4S)4-functionalized proline residue. The invention further relates to the use of (2S, 4S)-4-functionalized proline residues as building units in the synthesis of such peptidomimetics and to the use thereof as antigens, alone or in combination with suitable immunopotentiating delivery systems, for example immunopotentiating reconstituted influenza virosomes to elicit an immune response in a mammal. Moreover, the invention also relates to pharmaceutical compositions containing the same.