Oligo(p-phenylenevinylene)-Peptide Conjugates: Synthesis and Self-Assembly in Solution and at the Solid-Liquid Interface

Matmour, R.; De Cat, I.; George, S.J.; Adriaens, W.; Leclère, Philippe; Bomans, P.H.H.; Sommerdijk, N.A.J.M.; Gielen, J.C.; Christianen, P.C.M.; Heldens, J.T.; van Hest, J.C.M.; Lowik, D.W.P.M.; De Feyter, S.; Meijer, E.W.; Schenning, A.P.H.J.

doi:10.1021/ja803026j

Article (Scientific journals)

Oligo(p-phenylenevinylene)-Peptide Conjugates: Synthesis and Self-Assembly in Solution and at the Solid-Liquid Interface

Matmour, R.; De Cat, I.; George, S.J. et al.

2008 • In Journal of the American Chemical Society, 130 (44), p. 14576-14583

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https://hdl.handle.net/20.500.12907/16400

DOI
10.1021/ja803026j

PubMed
18847199

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Abstract :

[en] Two oligo(p-phenylenevinylene)-peptide hybrid amphiphiles have been synthesized using solid- and liquid-phase strategies. The amphiliphiles are composed of a p-conjugated oligo(p-phenylenevinylene) trimer (OPV) which is coupled at either a glycinyl-alanyl-glycinyl-alanyl-glycine (GAGAG) silk-inspired ß-sheet or a glycinyl-alanyl-asparagyl-prolyl-asparagy-alanyl-alanyl-glycine (GANPNAAG) ß-turn forming oligopeptide sequence. The solid-phase strategy enables one to use longer peptides if strong acidic conditions are avoided, whereas the solution-phase coupling gives better yields. The study of the two-dimensional (2D) self-assembly of OPV-GAGAG by scanning tunneling microscopy (STM) at the submolecular level demonstrated the formation of bilayers in which the molecules are lying antiparallel in a ß-sheet conformation. In the case of OPV-GANPNAAG self-assembled monolayers could not be observed. Absorption, fluorescence, and circular dichroism studies showed that OPV-GAGAG and OPV-GANPNAAG are aggregated in a vaiety of organic solvents. In water cryogenic temperature transmission electron microscopy (cryo-TEM), atomic force microscopy (AFM), light scattering, and optical studies reveal that self-assembled nanofibers are formed in which the helical organization of the OPV segments is dictated by the peptide sequence.

Disciplines :

Chemistry
Physics

Author, co-author :

Matmour, R.

De Cat, I.

George, S.J.

Adriaens, W.

Leclère, Philippe ; Université de Mons > Faculté des Sciences > Chimie des matériaux nouveaux

Bomans, P.H.H.

Sommerdijk, N.A.J.M.

Gielen, J.C.

Christianen, P.C.M.

Heldens, J.T.

More authors (5 more)

Language :

English

Title :

Oligo(p-phenylenevinylene)-Peptide Conjugates: Synthesis and Self-Assembly in Solution and at the Solid-Liquid Interface

Publication date :

05 November 2008

Journal title :

Journal of the American Chemical Society

ISSN :

0002-7863

eISSN :

1520-5126

Publisher :

American Chemical Society, United States - District of Columbia

Volume :

130

Issue :

Pages :

14576-14583

Peer reviewed :

Peer Reviewed verified by ORBi

Research unit :

S817 - Chimie des matériaux nouveaux

Research institute :

R400 - Institut de Recherche en Science et Ingénierie des Matériaux

Commentary :

Publié en ligne le 11 octobre 2008

Available on ORBi UMONS :

since 10 June 2010

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