title: Solid-Phase Synthesis of Oligodeoxynucleotide Analogs Containing Phosphorodithioate Linkages.
abstract: The oligodeoxynucleotide phosphorodithioate modification (PS2-ODN) uses two sulfur atoms to replace two non-bridging oxygen atoms at an internucleotide phosphordiester backbone linkage. Like a natural phosphodiester ODN backbone linkage, a PS2-modified backbone linkage is achiral at phosphorus. PS2-ODNs are highly stable to nucleases and numerous in vitro assays have demonstrated their biological activity. For example, PS2-ODNs activated RNase H in vitro, strongly inhibited human immunodeficiency virus (HIV) reverse transcriptase, induced B-cell proliferation and differentiation, and bound to protein targets in the form of PS2-aptamers (thioaptamers). Thus, the interest in and promise of PS2-ODNs has spawned a variety of strategies for synthesizing, isolating, and characterizing this compounds. ODN-thiophosphoramidite monomers are commercially available from either AM Biotechnologies or Glen Research and this unit describes an effective methodology for solid-phase synthesis, deprotection, and purification of ODNs having PS2 internucleotide linkages. © 2016 by John Wiley & Sons, Inc.
authors: AM Biotechnologies, LLC, Houston, Texas.
authors: Xianbin
authors: X
authors: Yang
mesh_terms: D009838:Oligodeoxyribonucleotides / Q000138:chemical synthesis* / Q000737:chemistry / Q000302:isolation & purification; D010710:Phosphates / Q000737:chemistry*; D060327:Solid-Phase Synthesis Techniques
chemical_list: D009838:Oligodeoxyribonucleotides; D010710:Phosphates; C083120:phosphorodithioic acid
keywords: PS2-ODN; phosphorodithioate oligodeoxynucleotide; solid-phase synthesis; sulfur-modified oligonucleotide; thiophosphoramidite