Synthesis of a Cholesteryl-HEG Phosphoramidite Derivative and Its Application to Lipid-conjugates of the Anti-HIV 5'TGGGAG3' Hotoda’s Sequence
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 3b-(2-hydroxye...
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MDPI AG
2012-10-01
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Series: | Molecules |
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Online Access: | http://www.mdpi.com/1420-3049/17/10/12378 |
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author | Domenica Musumeci Daniela Montesarchio |
author_facet | Domenica Musumeci Daniela Montesarchio |
author_sort | Domenica Musumeci |
collection | DOAJ |
description | 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 3b-(2-hydroxyethoxy)cholesterol have been exploited in standard oligonucleotide synthesis protocols for the preparation of 5'- conjugates of the G-quadruplex-forming 5'TGGGAG3' oligomer, known as the Hotoda’s sequence, to produce new potential anti-HIV agents. |
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institution | Directory Open Access Journal |
issn | 1420-3049 |
language | English |
last_indexed | 2024-12-13T16:24:49Z |
publishDate | 2012-10-01 |
publisher | MDPI AG |
record_format | Article |
series | Molecules |
spelling | doaj.art-7cd86ad6f19742c3801005d0ef4e826e2022-12-21T23:38:37ZengMDPI AGMolecules1420-30492012-10-011710123781239210.3390/molecules171012378Synthesis of a Cholesteryl-HEG Phosphoramidite Derivative and Its Application to Lipid-conjugates of the Anti-HIV 5'TGGGAG3' Hotoda’s SequenceDomenica MusumeciDaniela MontesarchioA 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 3b-(2-hydroxyethoxy)cholesterol have been exploited in standard oligonucleotide synthesis protocols for the preparation of 5'- conjugates of the G-quadruplex-forming 5'TGGGAG3' oligomer, known as the Hotoda’s sequence, to produce new potential anti-HIV agents.http://www.mdpi.com/1420-3049/17/10/12378phosphoramiditecholesterolsolid phase synthesisanti-HIV G-rich oligonucleotides |
spellingShingle | Domenica Musumeci Daniela Montesarchio Synthesis of a Cholesteryl-HEG Phosphoramidite Derivative and Its Application to Lipid-conjugates of the Anti-HIV 5'TGGGAG3' Hotoda’s Sequence Molecules phosphoramidite cholesterol solid phase synthesis anti-HIV G-rich oligonucleotides |
title | Synthesis of a Cholesteryl-HEG Phosphoramidite Derivative and Its Application to Lipid-conjugates of the Anti-HIV 5'TGGGAG3' Hotoda’s Sequence |
title_full | Synthesis of a Cholesteryl-HEG Phosphoramidite Derivative and Its Application to Lipid-conjugates of the Anti-HIV 5'TGGGAG3' Hotoda’s Sequence |
title_fullStr | Synthesis of a Cholesteryl-HEG Phosphoramidite Derivative and Its Application to Lipid-conjugates of the Anti-HIV 5'TGGGAG3' Hotoda’s Sequence |
title_full_unstemmed | Synthesis of a Cholesteryl-HEG Phosphoramidite Derivative and Its Application to Lipid-conjugates of the Anti-HIV 5'TGGGAG3' Hotoda’s Sequence |
title_short | Synthesis of a Cholesteryl-HEG Phosphoramidite Derivative and Its Application to Lipid-conjugates of the Anti-HIV 5'TGGGAG3' Hotoda’s Sequence |
title_sort | synthesis of a cholesteryl heg phosphoramidite derivative and its application to lipid conjugates of the anti hiv 5 039 tgggag3 039 hotoda s sequence |
topic | phosphoramidite cholesterol solid phase synthesis anti-HIV G-rich oligonucleotides |
url | http://www.mdpi.com/1420-3049/17/10/12378 |
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