Title
Photoinduced Thiol-ene chemistry applied to the synthesis of elastin-inspired self-assembling glycopeptides
Author
Germano Piccirillo, Antonietta Pepe, Emiliano Bedini, Brigida Bochicchio
Year
2016
Journal
Chemistry A European Journal
Abstract
Synthetic (glyco-)peptides inspired by proteins able to self-assemble are appealing biomaterials in the field of tissue engineering and regenerative medicine. Herein for the first time, taking advantage of thiol-ene chemistry coupled to Solid Phase Peptide Synthesis, a self-assembling peptide inspired by elastin protein was bioconjugated to three carbohydrates in order to obtain the corresponding glycopeptides. They were studied at molecular and supramolecular level. The results show that the carbohydrate influences the molecular conformation of the glycopeptide and its self-aggregation properties as well. As future perspective, the results could enable us to tune the final self-aggregation properties of the glycopeptide by changing the sugar moiety.
Instrument
J-815
Keywords
Circular dichroism, Secondary structure, Chemical stability, Thermal stability, Biochemistry