Literature DB >> 2734100

Solid phase synthesis of oligoribonucleotides using the 1-[(2-chloro-4-methyl)phenyl]-4-methoxypiperidin-4-yl (Ctmp) group for the protection of the 2'-hydroxy functions and the H-phosphonate approach.

O Sakatsume1, M Ohtsuki, H Takaku, C B Reese.   

Abstract

The solid phase synthesis of oligoribonucleotides using the H-phosphonate approach and the 1-[(2-chloro-4-methyl)phenyl]-4-methoxypiperidin-4-yl (Ctmp) and dimethoxytrityl (DMTr) groups, respectively, for the protection of the 2'- and 5'-hydroxy functions is described. The use of a new reagent, tris-(1,1,1,3,3,3-hexafluoro-2-propyl) phosphite for the preparation of nucleoside H-phosphonate units is also discussed in detail.

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Year:  1989        PMID: 2734100      PMCID: PMC317850          DOI: 10.1093/nar/17.10.3689

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


  6 in total

1.  Solid phase synthesis of oligoribonucleotides using the o-nitrobenzyl group for 2'-hydroxyl protection and H-phosphonate chemistry.

Authors:  T Tanaka; S Tamatsukuri; M Ikehara
Journal:  Nucleic Acids Res       Date:  1987-09-25       Impact factor: 16.971

2.  Localization of Q-beta maturation cistron ribosome binding site.

Authors:  D H Staples; J Hindley; M A Billeter; C Weissmann
Journal:  Nat New Biol       Date:  1971-09-15

Review 3.  Translational initiation in prokaryotes.

Authors:  L Gold; D Pribnow; T Schneider; S Shinedling; B S Singer; G Stormo
Journal:  Annu Rev Microbiol       Date:  1981       Impact factor: 15.500

4.  Solid phase synthesis of oligoribonucleotides using o-nitrobenzyl protection of 2'-hydroxyl via a phosphite triester approach.

Authors:  T Tanaka; S Tamatsukuri; M Ikehara
Journal:  Nucleic Acids Res       Date:  1986-08-11       Impact factor: 16.971

5.  Synthesis of DNA via deoxynucleoside H-phosphonate intermediates.

Authors:  B C Froehler; P G Ng; M D Matteucci
Journal:  Nucleic Acids Res       Date:  1986-07-11       Impact factor: 16.971

6.  Action of acid on oligoribonucleotide phosphotriester intermediates. Effect of released vicinal hydroxy functions.

Authors:  C B Reese; P A Skone
Journal:  Nucleic Acids Res       Date:  1985-07-25       Impact factor: 16.971

  6 in total
  5 in total

1.  A convenient approach to the synthesis of medium size oligodeoxyribonucleotides by improved new phosphite method.

Authors:  H Hosaka; Y Suzuki; H Sato; S Gug-Kim; H Takaku
Journal:  Nucleic Acids Res       Date:  1991-06-11       Impact factor: 16.971

2.  Synthesis and applications of oligoribonucleotides with selected 2'-O-methylation using the 2'-O-[1-(2-fluorophenyl)-4-methoxypiperidin-4-yl] protecting group.

Authors:  B Beijer; I Sulston; B S Sproat; P Rider; A I Lamond; P Neuner
Journal:  Nucleic Acids Res       Date:  1990-09-11       Impact factor: 16.971

3.  Evaluation of 2'-hydroxyl protection in RNA-synthesis using the H-phosphonate approach.

Authors:  E Rozners; E Westman; R Strömberg
Journal:  Nucleic Acids Res       Date:  1994-01-11       Impact factor: 16.971

4.  Use of the 1-(2-fluorophenyl)-4-methoxypiperidin-4-yl (Fpmp) and related protecting groups in oligoribonucleotide synthesis: stability of internucleotide linkages to aqueous acid.

Authors:  D C Capaldi; C B Reese
Journal:  Nucleic Acids Res       Date:  1994-06-25       Impact factor: 16.971

5.  Use of new phosphonylating and coupling agents in the synthesis of oligodeoxyribonucleotides via the H-phosphonate approach.

Authors:  O Sakatsume; H Yamane; H Takaku; N Yamamoto
Journal:  Nucleic Acids Res       Date:  1990-06-11       Impact factor: 16.971

  5 in total

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