Efficiency of Dinucleosides as the Backbone to Pre-Organize Multi-Porphyrins and Enhance Their Stability as Sandwich Type Complexes with DABCO

Merkaš, Sonja; Bouatra, Souhaila; Rein, Régis; Piantanida, Ivo; Žinić, Mladen; Solladié, Nathalie (2017) Efficiency of Dinucleosides as the Backbone to Pre-Organize Multi-Porphyrins and Enhance Their Stability as Sandwich Type Complexes with DABCO. Molecules, 22 (7). ISSN 1420-3049

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Abstract

Flexible linkers such as uridine or 2′-deoxyuridine pre-organize bis-porphyrins in a face-to-face conformation, thus forming stable sandwich complexes with a bidentate base such as 1, 4-diazabicyclo[2.2.2]octane (DABCO). Increased 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 association constant of DABCO with a reference porphyrin. Comparison with rigid tweezers shows a better efficiency of nucleosidic dimers. Thus, 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 ; nucleosides ; supramolecular complexes
Subjects:	NATURAL SCIENCES > Chemistry
Divisions:	Division of Organic Chemistry and Biochemistry
Projects:	Project title Project leader Project code Project type Samo-udruživanje u gelovima i sinteza funkcionalnih hibridnih materijala- Leo Frkanec 098-0982904-2912 MZOS Dizajn, sinteza i ispitivanje interakcija malih molekula s DNA, RNA i proteinima- Ivo Piantanida 098-0982914-2918 MZOS
Depositing User:	Ivo Piantanida
Date Deposited:	12 Jun 2019 12:55
URI:	http://fulir.irb.hr/id/eprint/4550
DOI:	10.3390/molecules22071112

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