Analysis of oligo(deoxynucleoside phosphorothioate)s and their diastereomeric composition
- 1 January 1995
- journal article
- Published by Oxford University Press (OUP) in Nucleic Acids Research
- Vol. 23 (3) , 530-534
- https://doi.org/10.1093/nar/23.3.530
Abstract
Short oligo(deoxynucleoside phosphorothioate)s were analyzed as a pool of individual diastereomeric species. The composition of such mixtures, determined by means of HPLC, indicates that consecutive couplings in commonly used phosphoramidite chemistry lead to increasing contents of the Rp isomer. Methods of analysis and mathematical basis for diastereomeric composition are discussed. Data presented include all 16 possible combinations of nucleosides in dinucleotide phosphorothioates, as well as examples of trimers and tetramers.Keywords
This publication has 16 references indexed in Scilit:
- Phosphorothioate oligonucleotides are inhibitors of human DNA polymerases and RNase H: implications for antisense technology.1992
- Phosphorothioate oligodeoxynucleotides—anti-sense inhibitors of gene expression?Pharmacology & Therapeutics, 1991
- Phosphorothioate oligonucleotides: chemistry, purification, analysis, scale-up and future directions.1991
- In vivo studies with phosphorothioate oligonucleotides: pharmacokinetics prologue.1991
- Novel route to oligo(deoxyribonucleoside phosphorothioates). Stereocontrolled synthesis of P-chiral oligo(deoxyribonucleoside phosphorothioates)Nucleic Acids Research, 1991
- Action of restriction endonucleases on phosphorothioate DNABiochemical Society Transactions, 1986
- Gene Synthesis Machines: DNA Chemistry and Its UsesScience, 1985
- Reversed-phase high-performance liquid chromatographic separation of diastereomeric phosphorothioate analogues of oligodeoxyribonucleotides and other backbone-modified congeners of dnaJournal of Chromatography A, 1985
- Synthesis and characterization of an octanucleotide containing the EcoRI recognition sequence with a phosphorothioate group at the cleavage siteBiochemistry, 1984
- Stereochemistry of internucleotide bond formation by polynucleotide phosphorylase from Micrococcus luteusBiochemistry, 1979