Project B2

Azomodified homopolypeptides as photoswitchable orienting media for the measurement of anisotropic NMR parameters

Prof. Dr. rer. nat. C. M. Thiele

“Organic Structure Analysis”
Clemens-Schöpf-Instiut für Organische Chemie und Biochemie
TU Darmstadt – Fachbereich Chemie
Petersenstr. 22
64287 Darmstadt
Tel.: +49 6151 16-5112

Anisotropic NMR parameters – such as residual dipolar couplings (RDCs) are lately becoming increasingly important in organic structure determination. For their precise and accurate measurement it is essential that the compound investigated is oriented with respect to the magnetic field. This is done with the help of orienting media, the most prominent member being the lyotropic liquid crystalline phase of α-helical poly-γ-benzyl-L-glutamate (PBLG). The interaction of the PBLG surface with the solute is not only responsible for the orientation, but also for the discrimination of enantiomers. The enantiodifferenciating alignment could in the future allow the de novo determination of absolute configurations.

The aim of the current project is to synthesize azomodified homopolypeptides, which could then allow to switch:

  • from one helix-conformation to its enantiomeric
  • from anisotropic to isotropic phase by using the helix to random coil transition