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Macromol Rapid Commun. 2010 Feb 16;31(4):351-5. doi: 10.1002/marc.200900660. Epub 2009 Dec 3.

Self-complementary nucleoside-thiophene hybrid systems: synthesis and supramolecular organization.

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1
Consiglio Nazionale Ricerche, Istituto per la Sintesi Organica e la Fotoreattività (ISOF), via Gobetti, 101, I-40129, Bologna, Italy. m.l.navacchia@isof.cnr.it.

Abstract

Versatile synthetic methods towards a variety of thiophene-nucleobase hybrid systems are reported. Adenine- and thymine-based modified nucleosides characterized by a bithiophene unit linked to the C5' or C8 position through an ethylenamino or an ethylensulfanyl bridge were synthesized and successfully polymerized in the presence of FeCl(3) . The self-organization properties of the pure polymers as well as their mixtures - with complementary nucleobases - were investigated by means of optical microscopy and AFM in cast film showing complex supramolecular structures resulting from the interplay of multiple intermolecular interactions.

PMID:
21590912
DOI:
10.1002/marc.200900660
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