title: Conformational stability of triazolyl functionalized collagen triple helices.
abstract: Functionalized collagen is attractive for the development of synthetic biomaterials. Herein we present the functionalization of azidoproline containing collagen model peptides with various alkynes using click chemistry. The influence on the stability of the collagen triple helix of the stereochemistry of the introduced triazolyl prolines (4R or 4S), the position of their incorporation (Xaa or Yaa) and the substituents attached to them are shown. The results provide a useful guide for the optimal functionalization of collagen using click chemistry.
authors.affiliation: Laboratorium für Organische Chemie, ETH Zürich, Wolfgang-Pauli-Strasse 10, 8093 Zürich, Switzerland.
authors.forename: Roman S
authors.initials: RS
authors.lastname: Erdmann
authors.forename: Helma
authors.initials: H
authors.lastname: Wennemers
mesh_terms: D000480:Alkynes / Q000737:chemistry; D057930:Click Chemistry; D003094:Collagen / Q000138:chemical synthesis / Q000737:chemistry*; D011487:Protein Conformation; D055550:Protein Stability; D017433:Protein Structure, Secondary; D014230:Triazoles / Q000737:chemistry*
chemical_list: D000480:Alkynes; D014230:Triazoles; D003094:Collagen