Croatica Chemica Acta, Vol. 90 No. 4, 2017.
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
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
Publication date:
29.12.2017.
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