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Original scientific paper

https://doi.org/10.5562/cca3247

Great Efficiency of Nucleosides as Organizing Tools

Sonja Merkaš ; CNRS, 205 route de Narbonne, 31077 Toulouse, France; Université de Toulouse, UPS, INPT, 31077 Toulouse, France
Souhaila Bouatra ; CNRS, 205 route de Narbonne, 31077 Toulouse, France; Université de Toulouse, UPS, INPT, 31077 Toulouse, France
Régis Rein ; CNRS, 205 route de Narbonne, 31077 Toulouse, France; Université de Toulouse, UPS, INPT, 31077 Toulouse, France
Ivo Piantanida ; Laboratory of Supramolecular and Nucleoside Chemistry, Ruđer Bošković Institute, Bijenička c. 54, HR-10000 Zagreb, Croatia
Mladen Žinić ; Laboratory of Supramolecular and Nucleoside Chemistry, Ruđer Bošković Institute, Bijenička c. 54, HR-10000 Zagreb, Croatia
Nathalie Solladié ; CNRS, 205 route de Narbonne, 31077 Toulouse, France; Université de Toulouse, UPS, INPT, 31077 Toulouse, France


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Abstract

Bis-porphyrins with flexible linkers such as uridine or 2’-deoxyuridin pre-organize in a face-to-face conformation and form stable sandwich complexes with bidentate base such as DABCO. The gain in stability can be even greater when a dinucleotide linker is used. Such pre-organization increases the association constant by one to two orders of magnitude when compared to the one of DABCO with a reference porphyrin. Comparison with rigid tweezers shows a better efficiency of nucleosidic dimers. The choice of rigid spacers is not the only way to pre-organize bis-porphyrins, and well-chosen nucleosidic linkers offer an interesting option for the synthesis of such devices.

This work is licensed under a Creative Commons Attribution 4.0 International License.

Keywords

porphyrins; tweezers; nucleosides; molecular recognition

Hrčak ID:

198181

URI

https://hrcak.srce.hr/198181

Publication date:

29.12.2017.

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