synthesis of a cholesteryl-heg phosphoramidite derivative and its application to lipid-conjugates of the anti-hiv 5tgggag3 hotoda’s sequence合成的cholesteryl-heg phosphoramidite导数及其应用抗艾滋病的lipid-conjugates 5 tgggag3 hotoda的序列.pdfVIP

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synthesis of a cholesteryl-heg phosphoramidite derivative and its application to lipid-conjugates of the anti-hiv 5tgggag3 hotoda’s sequence合成的cholesteryl-heg phosphoramidite导数及其应用抗艾滋病的lipid-conjugates 5 tgggag3 hotoda的序列.pdf

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synthesis of a cholesteryl-heg phosphoramidite derivative and its application to lipid-conjugates of the anti-hiv 5tgggag3 hotoda’s sequence合成的cholesteryl-heg phosphoramidite导数及其应用抗艾滋病的lipid-conjugates 5 tgggag3 hotoda的序列

Molecules 2012, 17, 12378-12392; doi:10.3390/molecules171012378 OPEN ACCESS molecules ISSN 1420-3049 /journal/molecules Article Synthesis of a Cholesteryl-HEG Phosphoramidite Derivative and Its Application to Lipid-conjugates of the Anti-HIV 5 3 TGGGAG Hotoda’s Sequence Domenica Musumeci and Daniela Montesarchio * Dipartimento di Scienze Chimiche, Università di Napoli “Federico II”, Complesso Universitario di Monte Sant’Angelo, via Cintia 21, I-80126, Napoli, Italy * Author to whom correspondence should be addressed; E-Mail: daniela.montesarchio@unina.it; Tel.: +39-081-674-126; Fax: +39-081-674-393. Received: 19 September 2012; in revised form: 16 October 2012 / Accepted: 17 October 2012 / Published: 22 October 2012 Abstract: A novel phosphoramidite derivative of cholesterol, with an ether-linked hexaethylene glycol (HEG) spacer arm, has been obtained through simple and reproducible solid phase modified oligonucleotide synthesis manipulations. This building block and the known phosphoramidite derivative of 3-(2-hydroxyethoxy)cholesterol have been exploited in standard oligonucleotide synthesis protocols for the preparation of 5 3 5- conjugates of the G-quadruplex-forming TGGGAG oligomer, known as the Hotoda’s sequence, to produce new potential anti-HIV agents. Keywords: phosphoramidite; cholesterol; solid phase