Reuter, Cedric, Kleczka, Margarethe, de Mazancourt, Sarah, Neudoerfl, Joerg-Martin, Kuehne, Ronald and Schmalz, Hans-Guenher ORCID: 0000-0003-0489-1827 (2014). Stereoselective Synthesis of Proline- Derived Dipeptide Scaffolds ( ProM-3 and ProM-7) Rigidified in a PPII Helix Conformation. Eur. J. Org. Chem., 2014 (13). S. 2664 - 2668. WEINHEIM: WILEY-V C H VERLAG GMBH. ISSN 1099-0690
Full text not available from this repository.Abstract
Following a peptide coupling/metathesis-based strategy, the two diastereomeric scaffolds ProM-3 and ProM-7 were stereoselectively synthesized (as 9-fluorenylmethoxycarbonyl derivatives), and their configuration was unambiguously proven by means of X-ray crystallography. The required dehydroisoleucine building blocks were prepared by applying the enantioselective Kazmaier-Claisen rearrangement. The target compounds represent dipeptide analogs rigidified in a PPII helix conformation, which are of interest for the development of new proteomimetics that selectively bind to protein domains specialized in the recognition of ligands adopting a PPII helix secondary structure.
Item Type: | Journal Article | ||||||||||||||||||||||||||||
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URN: | urn:nbn:de:hbz:38-439986 | ||||||||||||||||||||||||||||
DOI: | 10.1002/ejoc.201301875 | ||||||||||||||||||||||||||||
Journal or Publication Title: | Eur. J. Org. Chem. | ||||||||||||||||||||||||||||
Volume: | 2014 | ||||||||||||||||||||||||||||
Number: | 13 | ||||||||||||||||||||||||||||
Page Range: | S. 2664 - 2668 | ||||||||||||||||||||||||||||
Date: | 2014 | ||||||||||||||||||||||||||||
Publisher: | WILEY-V C H VERLAG GMBH | ||||||||||||||||||||||||||||
Place of Publication: | WEINHEIM | ||||||||||||||||||||||||||||
ISSN: | 1099-0690 | ||||||||||||||||||||||||||||
Language: | English | ||||||||||||||||||||||||||||
Faculty: | Faculty of Mathematics and Natural Sciences | ||||||||||||||||||||||||||||
Divisions: | Faculty of Mathematics and Natural Sciences > Department of Chemistry > Institute of Organic Chemistry | ||||||||||||||||||||||||||||
Subjects: | no entry | ||||||||||||||||||||||||||||
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Refereed: | Yes | ||||||||||||||||||||||||||||
URI: | http://kups.ub.uni-koeln.de/id/eprint/43998 |
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