Regular ArticleSeparation and Characterization of Diastereoisomers of Antisense Oligodeoxyribonucleoside Phosphorothioates
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Ion-pair reversed-phase and hydrophilic interaction chromatography methods for analysis of phosphorothioate oligonucleotides
2023, Journal of Chromatography AAnalytical techniques for characterizing diastereomers of phosphorothioated oligonucleotides
2022, Journal of Chromatography ACitation Excerpt :However, the elution order changed with the hydrophobic dimethoxytrityl (DMT) protection group attaching to the PS oligonucleotides. PS oligonucleotides with the Rp-configuration at 5’-DMT eluted later than the ones with Sp-configuration at 5’-DMT in IP-RP [56,59,60]. Although the elution order of single Rp- and Sp-configuration is generally predictable, the retention factor ratio of Rp- and Sp-configuration (diastereomer selectivity) in IP-RP is complicated and dependent on sulfur substitution site and nucleoside.
Separation of oligonucleotide phosphorothioate diastereoisomers by pellicular anion-exchange chromatography
2011, Journal of Chromatography ACitation Excerpt :NMR analyses require significant amounts of material [8–10,12], and bulk solution methods such as optical rotation [11], may not reliably discriminate between Rp–Sp and Sp–Rp linkage pairs. Early efforts to resolve and purify PT diastereoisomers by reversed-phase chromatography were limited to oligos of 2–5 bases with 1-3 phosphorothioate linkages [14–17]. However, Ion-pair RPLC-MS and CE methods did not resolve the diastereoisomers of 21-base oligonucleotides or their metabolites [18].
Chapter 14 Nucleic Acids and Their Constituents
1998, Journal of Chromatography Library