Maassen, Andreas ORCID: 0000-0002-1446-0994, Gebauer, Jan M., Abraham, Elena Theres, Grimm, Isabelle, Neudoerfl, Joerg-Martin, Kuehne, Ronald, Neundorf, Ines ORCID: 0000-0001-6450-3991, Baumann, Ulrich and Schmalz, Hans-Guenther ORCID: 0000-0003-0489-1827 (2020). Triple-Helix-Stabilizing Effects in Collagen Model Peptides Containing PPII-Helix-Preorganized Diproline Modules. Angew. Chem.-Int. Edit., 59 (14). S. 5747 - 5756. WEINHEIM: WILEY-V C H VERLAG GMBH. ISSN 1521-3773

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Abstract

Collagen model peptides (CMPs) serve as tools for understanding stability and function of the collagen triple helix and have a potential for biomedical applications. In the past, interstrand cross-linking or conformational preconditioning of proline units through stereoelectronic effects have been utilized in the design of stabilized CMPs. To further study the effects determining collagen triple helix stability we investigated a series of CMPs containing synthetic diproline-mimicking modules (ProMs), which were preorganized in a PPII-helix-type conformation by a functionalizable intrastrand C-2 bridge. Results of CD-based denaturation studies were correlated with calculated (DFT) conformational preferences of the ProM units, revealing that the relative helix stability is mainly governed by an interplay of main-chain preorganization, ring-flip preference, adaptability, and steric effects. Triple helix integrity was proven by crystal structure analysis and binding to HSP47.

Item Type: Journal Article
Creators:
CreatorsEmailORCIDORCID Put Code
Maassen, AndreasUNSPECIFIEDorcid.org/0000-0002-1446-0994UNSPECIFIED
Gebauer, Jan M.UNSPECIFIEDUNSPECIFIEDUNSPECIFIED
Abraham, Elena TheresUNSPECIFIEDUNSPECIFIEDUNSPECIFIED
Grimm, IsabelleUNSPECIFIEDUNSPECIFIEDUNSPECIFIED
Neudoerfl, Joerg-MartinUNSPECIFIEDUNSPECIFIEDUNSPECIFIED
Kuehne, RonaldUNSPECIFIEDUNSPECIFIEDUNSPECIFIED
Neundorf, InesUNSPECIFIEDorcid.org/0000-0001-6450-3991UNSPECIFIED
Baumann, UlrichUNSPECIFIEDUNSPECIFIEDUNSPECIFIED
Schmalz, Hans-GuentherUNSPECIFIEDorcid.org/0000-0003-0489-1827UNSPECIFIED
URN: urn:nbn:de:hbz:38-345671
DOI: 10.1002/anie.201914101
Journal or Publication Title: Angew. Chem.-Int. Edit.
Volume: 59
Number: 14
Page Range: S. 5747 - 5756
Date: 2020
Publisher: WILEY-V C H VERLAG GMBH
Place of Publication: WEINHEIM
ISSN: 1521-3773
Language: English
Faculty: Unspecified
Divisions: Unspecified
Subjects: no entry
Uncontrolled Keywords:
KeywordsLanguage
STEREOSELECTIVE-SYNTHESIS; CRYSTAL-STRUCTURE; DESIGN; DIHYDROXYLATION; FLEXIBILITY; HSP47Multiple languages
Chemistry, MultidisciplinaryMultiple languages
URI: http://kups.ub.uni-koeln.de/id/eprint/34567

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