Literature DB >> 3748807

Improved synthesis of oligodeoxyribonucleotide using 3-methoxy-4-phenoxybenzoyl group for amino protection.

R K Mishra, K Misra.   

Abstract

3-Methoxy-4-phenoxybenzoyl group has been used for the protection of exocyclic amino group of nucleosides. In case of 2'-deoxycytidine it has been found to be highly selective under controlled conditions. The N-protected derivatives of 2'-deoxyadenosine and 2'-deoxyguanosine have been found to be sufficiently stable towards acids minimising depurination under conditions of synthesis of oligodeoxyribonucleotide on solid support via phosphotriester approach. The high lipophilicity of the group and milder deprotection conditions are additional advantages.

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Year:  1986        PMID： 3748807      PMCID： PMC311631          DOI： 10.1093/nar/14.15.6197

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


  8 in total

1.  Synthesis of 1-N-oxides of deoxyadenosine and deoxyadenosine monophosphate.

Authors:  H KLENOW; S FREDERIKSEN
Journal:  Biochim Biophys Acta       Date:  1961-09-16

2.  Platelet aggregation inhibitors. IX. Chemical transformation of adenosine into 2-thioadenosine derivatives.

Authors:  K Kikugawa; H Suehiro; R Yanase; A Aoki
Journal:  Chem Pharm Bull (Tokyo)       Date:  1977-08       Impact factor: 1.645

3.  CV. Total synthesis of the structural gene for an alanine transfer ribonucleic acid from yeast. Chemical synthesis of an icosadeoxyribonucleotide corresponding to the nucleotide sequence 31 to 50.

Authors:  H Büchi; H G Khorana
Journal:  J Mol Biol       Date:  1972-12-28       Impact factor: 5.469

4.  Solvolysis of adenine nucleosides. I. Effects of sugars and adenine substituents on acid solvolyses.

Authors:  E R Garrett; P J Mehta
Journal:  J Am Chem Soc       Date:  1972-11-29       Impact factor: 15.419

5.  Use of the lipophilic tert-butyldiphenylsilyl protecting group in synthesis and rapid separation of polynucleotides.

Authors:  R A Jones; H J Fritz; H G Khorana
Journal:  Biochemistry       Date:  1978-04-04       Impact factor: 3.162

6.  Arylsulfonyltetrazoles, new coupling reagents and further improvements in the triester method for the synthesis of deoxyribooligonucleotides.

Authors:  J Stawinski; T Hozumi; S A Narang; C P Bahl; R Wu
Journal:  Nucleic Acids Res       Date:  1977-02       Impact factor: 16.971

7.  Rapid synthesis of oligodeoxyribonucleotides. VII. Solid phase synthesis of oligodeoxyribonucleotides by a continuous flow phosphotriester method on a kieselguhr-polyamide support.

Authors:  M J Gait; H W Matthes; M Singh; B S Sproat; R C Titmas
Journal:  Nucleic Acids Res       Date:  1982-10-25       Impact factor: 16.971

8.  Dialkylformamidines: depurination resistant N6-protecting group for deoxyadenosine.

Authors:  B C Froehler; M D Matteucci
Journal:  Nucleic Acids Res       Date:  1983-11-25       Impact factor: 16.971
  8 in total
  2 in total

1.  Highly efficient synthesis of oligodeoxyribonucleotides using alpha-phenyl cinnamoyl group for selective amino protection.

Authors:  A K Nagaich; K Misra
Journal:  Nucleic Acids Res       Date:  1989-07-11       Impact factor: 16.971

2.  The final deprotection step in oligonucleotide synthesis is reduced to a mild and rapid ammonia treatment by using labile base-protecting groups.

Authors:  J C Schulhof; D Molko; R Teoule
Journal:  Nucleic Acids Res       Date:  1987-01-26       Impact factor: 16.971
  2 in total

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