Literature DB >> 7885850

Analysis of oligo(deoxynucleoside phosphorothioate)s and their diastereomeric composition.

A Wilk1, W J Stec.   

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.

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Year:  1995        PMID： 7885850      PMCID： PMC306707          DOI： 10.1093/nar/23.3.530

Source DB:  PubMed          Journal:  Nucleic Acids Res        ISSN： 0305-1048            Impact factor:   16.971


  16 in total

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Journal:  Pharmacol Ther       Date:  1991-12       Impact factor: 12.310

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Authors:  W J Stec; A Grajkowski; M Koziolkiewicz; B Uznanski
Journal:  Nucleic Acids Res       Date:  1991-11-11       Impact factor: 16.971

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Journal:  Biochem Soc Trans       Date:  1986-04       Impact factor: 5.407

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Authors:  M H Caruthers
Journal:  Science       Date:  1985-10-18       Impact factor: 47.728

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Journal:  Biochemistry       Date:  1984-07-17       Impact factor: 3.162

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Authors:  W Y Gao; F S Han; C Storm; W Egan; Y C Cheng
Journal:  Mol Pharmacol       Date:  1992-02       Impact factor: 4.436

Review 7.  In vivo studies with phosphorothioate oligonucleotides: pharmacokinetics prologue.

Authors:  P Iversen
Journal:  Anticancer Drug Des       Date:  1991-12

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Authors:  G Zon; T G Geiser
Journal:  Anticancer Drug Des       Date:  1991-12

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Authors:  P M Burgers; F Eckstein
Journal:  Biochemistry       Date:  1979-02-06       Impact factor: 3.162

10.  Reversed-phase high-performance liquid chromatographic separation of diastereomeric phosphorothioate analogues of oligodeoxyribonucleotides and other backbone-modified congeners of DNA.

Authors:  W J Stec; G Zon; B Uznanski
Journal:  J Chromatogr       Date:  1985-06-19
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  9 in total

1.  A nucleotide-independent nitroxide probe reports on site-specific stereomeric environment in DNA.

Authors:  Anna M Popova; Peter Z Qin
Journal:  Biophys J       Date:  2010-10-06       Impact factor: 4.033

2.  Unusual thermal stability of RNA/[RP-PS]-DNA/RNA triplexes containing a homopurine DNA strand.

Authors:  Piotr Guga; Malgorzata Boczkowska; Magdalena Janicka; Anna Maciaszek; Slawomir Kuberski; Wojciech J Stec
Journal:  Biophys J       Date:  2007-01-11       Impact factor: 4.033

3.  Solid support synthesis of all-Rp-oligo(ribonucleoside phosphorothioate)s.

Authors:  H Almer; J Stawinski; R Strömberg
Journal:  Nucleic Acids Res       Date:  1996-10-01       Impact factor: 16.971

4.  A P(V) platform for oligonucleotide synthesis.

Authors:  Yazhong Huang; Kyle W Knouse; Shenjie Qiu; Wei Hao; Natalia M Padial; Julien C Vantourout; Bin Zheng; Stephen E Mercer; Javier Lopez-Ogalla; Rohan Narayan; Richard E Olson; Donna G Blackmond; Martin D Eastgate; Michael A Schmidt; Ivar M McDonald; Phil S Baran
Journal:  Science       Date:  2021-09-09       Impact factor: 63.714

5.  P-stereocontrolled synthesis of oligo(nucleoside N3'→O5' phosphoramidothioate)s - opportunities and limitations.

Authors:  Ewa Radzikowska; Renata Kaczmarek; Dariusz Korczyński; Agnieszka Krakowiak; Barbara Mikołajczyk; Janina Baraniak; Piotr Guga; Kraig A Wheeler; Tomasz Pawlak; Barbara Nawrot
Journal:  RSC Adv       Date:  2020-09-23       Impact factor: 4.036

6.  Stereodifferentiation--the effect of P chirality of oligo(nucleoside phosphorothioates) on the activity of bacterial RNase H.

Authors:  M Koziolkiewicz; A Krakowiak; M Kwinkowski; M Boczkowska; W J Stec
Journal:  Nucleic Acids Res       Date:  1995-12-25       Impact factor: 16.971

7.  Promiscuous sulfatase activity and thio-effects in a phosphodiesterase of the alkaline phosphatase superfamily.

Authors:  Jonathan K Lassila; Daniel Herschlag
Journal:  Biochemistry       Date:  2008-12-02       Impact factor: 3.162

8.  Hoogsteen-paired homopurine [RP-PS]-DNA and homopyrimidine RNA strands form a thermally stable parallel duplex.

Authors:  Piotr Guga; Magdalena Janicka; Anna Maciaszek; Beata Rebowska; Genowefa Nowak
Journal:  Biophys J       Date:  2007-08-10       Impact factor: 4.033

9.  Refining LNA safety profile by controlling phosphorothioate stereochemistry.

Authors:  Erik Daa Funder; Nanna Albæk; Annie Moisan; Sabine Sewing; Troels Koch
Journal:  PLoS One       Date:  2020-06-12       Impact factor: 3.240
  9 in total

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