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Great Efficiency of Nucleosides as Organizing Tools

Merkaš, Sonja; Bouatra, Souhaila; Rein, Régis; Piantanida, Ivo; Žinić, Mladen; Solladié, Nathalie (2017) Great Efficiency of Nucleosides as Organizing Tools. Croatica chemica acta, 90 (4). pp. 595-602. ISSN 0011-1643

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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.

Item Type: Article
Uncontrolled Keywords: porphyrins ; tweezers ; nucleosides ; molecular recognition
Subjects: NATURAL SCIENCES > Chemistry
Divisions: Division of Organic Chemistry and Biochemistry
Depositing User: Ivo Piantanida
Date Deposited: 13 Jun 2018 15:57
DOI: 10.5562/cca3247

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