title: Synthesis of a cholesteryl-HEG phosphoramidite derivative and its application to lipid-conjugates of the anti-HIV 5'TGGGAG³' Hotoda's sequence.
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 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.
authors.affiliation: Dipartimento di Scienze Chimiche, Università di Napoli "Federico II", Complesso Universitario di Monte Sant'Angelo, Via Cintia 21, I-80126 Napoli, Italy.
authors.forename: Domenica
authors.initials: D
authors.lastname: Musumeci
authors.forename: Daniela
authors.initials: D
authors.lastname: Montesarchio
mesh_terms: D019380:Anti-HIV Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D001483:Base Sequence; D002788:Cholesterol Esters / Q000138:chemical synthesis* / Q000737:chemistry*; D002851:Chromatography, High Pressure Liquid; D005026:Ethylene Glycols / Q000138:chemical synthesis* / Q000737:chemistry; D054856:G-Quadruplexes; D006678:HIV / Q000187:drug effects*; D009943:Organophosphorus Compounds / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D019380:Anti-HIV Agents; D002788:Cholesterol Esters; D005026:Ethylene Glycols; D009943:Organophosphorus Compounds; C434331:phosphoramidite; C077067:hexaethylene glycol