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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Main Authors: Domenica Musumeci, Daniela Montesarchio
Format: Article
Language:English
Published: MDPI AG 2012-10-01
Series:Molecules
Subjects:
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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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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