Light‐driven topochemical polymerization under organogel conditions of a symmetrical dipeptide–diacetylene system

A symmetrical dipeptide‐based diacetylene system (DAs) was found to be able to self‐assemble in dichloromethane and to form a compact fiber network which resulted in a stable organogel. As a consequence of the organogel formation, we explored the possibility to run a light‐induced topochemical polym...

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Bibliographic Details
Published in:Journal of peptide science 2017-02, Vol.23 (2), p.155-161
Main Authors: Mazzier, Daniela, Mosconi, Dario, Marafon, Giulia, Reheman, Aikebaier, Toniolo, Claudio, Moretto, Alessandro
Format: Article
Language:English
Subjects:
Dipeptides - chemistry
Electrochemical Techniques
Gels
Light
organogel
peptide diacetylene
peptide polyacetylene
Peptides
Photochemical Processes
Polyacetylenes - chemistry
Polymerization
Polymers - chemistry
Polymethyl Methacrylate - chemistry
self‐assembly
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Summary:A symmetrical dipeptide‐based diacetylene system (DAs) was found to be able to self‐assemble in dichloromethane and to form a compact fiber network which resulted in a stable organogel. As a consequence of the organogel formation, we explored the possibility to run a light‐induced topochemical polymerization. This is a typical reaction of ordered diacetylene moieties taking advantage from their organized packing mode resulting from fiber formation. Evidence for the generation of peptide‐based polydiacetylenes is provided by Raman, UV–Vis, and CD spectroscopies and a set of microscopic techniques. Finally, we succeeded in processing a polymeric composite by use of the electrospinning technique, starting from a mixture of a dipeptide‐based diacetylene and polymethyl methacrylate. Copyright © 2016 European Peptide Society and John Wiley & Sons, Ltd. A novel dipeptide‐based diacetylene system was found able to undergo to light‐induced topochemical polymerization directly from its organogel phase. The new synthetized dipeptide‐based polydiacetylene was morphologically and spectroscopically studied confirming a good degree of polymerization under these conditions.
ISSN:1075-2617
1099-1387
DOI:10.1002/psc.2941