» Articles » PMID: 4030945

Reversed-phase High-performance Liquid Chromatographic Separation of Diastereomeric Phosphorothioate Analogues of Oligodeoxyribonucleotides and Other Backbone-modified Congeners of DNA

Overview
Journal J Chromatogr
Date 1985 Jun 19
PMID 4030945
Citations 27
Authors
Affiliations
Soon will be listed here.
Abstract

Diastereomeric phosphorothioate analogues of oligodeoxyribonucleotides, which were synthesized by an automated, solid-phase, phosphoramidite-coupling method, were conveniently separated by reversed-phase high-performance liquid chromatography on a muBondapak C18 column with a gradient of acetonitrile in triethylammonium acetate buffer. These synthetic and chromatographic methods were also used to obtain diastereomerically pure bis-phosphorothioate, alkanephosphonate, and O-alkyl phosphotriester analogues of DNA for exploratory studies of stereochemistry and phosphorolytic enzymes.

Citing Articles

Unravelling the Link between Oligonucleotide Structure and Diastereomer Separation in Hydrophilic Interaction Chromatography.

Lardeux H, Stavenhagen K, Paris C, Dueholm R, Kurek C, De Maria L Anal Chem. 2024; 96(24):9994-10002.

PMID: 38855895 PMC: 11190878. DOI: 10.1021/acs.analchem.4c01384.


Double-modified, thio and methylene ATP analogue facilitates wound healing in vitro and in vivo.

Pawlowska R, Radzikowska-Cieciura E, Jafari S, Fastyn J, Korkus E, Gendaszewska-Darmach E Sci Rep. 2024; 14(1):13148.

PMID: 38849425 PMC: 11161507. DOI: 10.1038/s41598-024-63759-5.


Modified internucleoside linkages for nuclease-resistant oligonucleotides.

Clave G, Reverte M, Vasseur J, Smietana M RSC Chem Biol. 2021; 2(1):94-150.

PMID: 34458777 PMC: 8341215. DOI: 10.1039/d0cb00136h.


Exploring the Reaction Mechanism of HIV Reverse Transcriptase with a Nucleotide Substrate.

Wang H, Huang N, Dangerfield T, Johnson K, Gao J, Elber R J Phys Chem B. 2020; 124(21):4270-4283.

PMID: 32364738 PMC: 7260111. DOI: 10.1021/acs.jpcb.0c02632.


Analytical and preparative separation of phosphorothioated oligonucleotides: columns and ion-pair reagents.

Enmark M, Bagge J, Samuelsson J, Thunberg L, Ornskov E, Leek H Anal Bioanal Chem. 2019; 412(2):299-309.

PMID: 31814048 PMC: 6992550. DOI: 10.1007/s00216-019-02236-9.