Effect of the diacetylene position on the chromatic properties of polydiacetylenes from self-assembled peptide amphiphiles

Maaike van den Heuvel, D.W.P.M. Löwik, J.C.M. Hest, van

Research output: Contribution to journalArticleAcademicpeer-review

41 Citations (Scopus)

Abstract

Three diacetylene-containing peptide amphiphiles, with exactly the same structure, except for the position of the diacetylene moiety within the hydrophobic tail, were investigated on their assembly behavior, polymerization characteristics, and chromatic properties. After polymerization it was found that the color and, thus, the conjugation length of the polydiacetylenes was dependent both on mobility and on packing of the groups on both sides of the triple bonds. The polydiacetylene with the highest conjugation length and most stable structure was obtained when the diacetylenes were positioned in the middle of the hydrophobic tail. When the diacetylenes were close to the peptide, the mismatch between hydrogen bond and alkyl tail spacing resulted in a decreased conjugation length of the resulting polymer, while when positioned close to the end of the amphiphile the mobility of the terminal alkyl chains hampered the packing of the diacetylenes.

Original languageEnglish
Pages (from-to)1676-1683
Number of pages8
JournalBiomacromolecules
Volume11
Issue number6
DOIs
Publication statusPublished - 14 Jul 2010
Externally publishedYes

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