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Updated: Aug 11, 2026

Synthesis and Characterization of 1,2-Dithiolane Modified Self-Assembling Peptides
Published on: August 20, 2018
Self-assembly of chiral depsipeptide dendrimers
Kristine Hager1, Alexander Franz, Andreas Hirsch
1Institut für Organische Chemie der Friedrich-Alexander-Universität Erlangen-Nürnberg, Henkestrasse 42, 91054 Erlangen, Germany.
Abstract:
The self-assembly of chiral depsipeptide dendrons 4, which contain a cyanuric acid building block at their focal point, with the homotritopic Hamilton receptor 1 is reported. The 1:3 compositions of the resulting chiral supramolecular dendrimers, the association constants K(n), and the cooperativity of binding expressed by Scatchard plots and the Hill coefficients n(H) was determined by NMR titration experiments. The most pronounced positive cooperativity was found for the complexes 1 L(3) with L being the second-generation dendrons 4 c-e. The least stable complexes are formed with the bulky third-generation dendrons 4 f-h. Similar results are obtained by the corresponding complexation of the achiral Frechét-type first- to third-generation dendrons 3 with 1. Chiroptical investigations of 1:3 complexes of 1 and 4 reveal chirality transfer from the dendron to the Hamilton receptor as demonstrated by the appearance of new CD absorption bands at 310 nm.
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