Constrained analogues of neuropeptides to identify the bioactive conformation at different receptors and develop subtype selective ligands

• Applicant: Professor Dr. Oliver Reiser
• Subject Area: Organic Molecular Chemistry - Synthesis and Characterisation
• Term: from 2000 to 2008
• Project identifier: Deutsche Forschungsgemeinschaft (DFG) - Project number 5271332

• Final Report Year: 2008

Final Report Abstract

No abstract available

Publications

• Tetrahedron 2001, 6497-6503: ß-Aminocyclopropanecarboxylic Acids with a-Amino Acid Side Chain Functionality
  R. Beumer, O. Reiser
  
• Tetrahedron Lett. 2001, 42, 7049-7053: Deprotection of N-alloc amines by Pd(0) /DABCO: an efficient method for in situ peptide coupling of labile amino acids
  C. Zorn, F. Gnad, S. Salmen, T. Herpin, O. Reiser
  
• Angew. Chem. Int. Ed. Engl. 2003, 42, 202-205; Angew. Chem. 2003, 115, 212- 215: Analogues of Neuropeptide Y Containing ß-Aminocyclopropane-carboxylic Acids are the Shortest Linear Peptides Selective for the Y1-Receptor
  N. Koglin, C. Zorn, R. Beumer, C. Cabrele, C. Bubert, N. Sewald, O. Reiser, A. G. Beck- Sickinger
  
• Chem. Rev. 2003, 103, 1603-1624. Synthesis and Application of ß-Amino Acids containing a Cyclopropane Ring
  F. Gnad, O. Reiser
  
• Angew. Chem. Int. Ed. Engl. 2004, 43, 511- 514; Surprisingly Stable Helical Conformations in a,ß-Peptides by Incorporation of Cis-ß- Amino-cyclopropane Carboxylic Acids
  S. de Pol, C. Zorn, C. Klein, O. Zerbe, O. Reiser
  
• Tetrahedron Lett. 2004, 45, 4277-4280;: Stereoselective synthesis of novel conformationally restricted ß- and y-amino acids
  F. Gnad, M. Polschak, O. Reiser
  
• J. Med. Chem. 2006, 49, 616-624. Identification of the key residue of CGRP 27-37 to obtain antagonists with picomolar affinity at the CGRP receptor
  M. Lang, S. De Pol, O. Reiser, A. G. Beck-Sickinger
  
• J. Org. Chem. 2006, 71, 2173-2176: Synthesis of Functionalized Pyrrolidin-2-ones and (S)-Vigabatrin from Pyrrole
  A. Gheorghe, M. Schulte, O. Reiser
  
• J. Pept. Sci. 2006, 12, 258-266: Structural properties of orexins for activation of their receptors
  M. Lang, B. Bufe, S. De Pol, O. Reiser, W. Meyerhof, A. Beck-Sickinger
  
• Angew. Chem. 2007, 119, 4050-4053; Angew. Chem. Int. Ed. 2007, 46, 3976-3978: The constrained amino acid ß-Acc confers potency and selectivity to integrin ligands
  S. Urman, K. Gaus, Y. Yang, U. Strijowski, N. Sewald, S. De Pol, O. Reiser
  
• J. Org. Chem. 2008, in press: Short a/ß-peptides as catalysts for intra- and intermolecular aldol reactions
  V. D’Ela, H. Zwicknagl, O. Reiser