Literature DB >> 3412896

Synthesis of nucleic acid methylphosphonothioates.

H C Roelen1, E de Vroom, G A van der Marel, J H van Boom.   

Abstract

The reagent obtained in situ by treating methylphosphonothioic dichloride with 1-hydroxy-6-trifluoromethylbenzotriazole could be used for the introduction of methylphosphonothioate linkages. The individual diastereomers of the protected dimer d-Tp(S,Me)A were applied in the synthesis of the chiral pure (R or S) hexamers d-[CpCpTp(S,Me)ApGpG]. The reagent showed also to be very effective for the preparation of the 3',5'-cyclic methylphosphonothioate of uridine.

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Year:  1988        PMID： 3412896      PMCID： PMC338431          DOI： 10.1093/nar/16.15.7633

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


  14 in total

1.  Stereospecificity of nucleases towards phosphorothioate-substituted RNA: stereochemistry of transcription by T7 RNA polymerase.

Authors:  A D Griffiths; B V Potter; I C Eperon
Journal:  Nucleic Acids Res       Date:  1987-05-26       Impact factor: 16.971

2.  [A new method for synthesis of peptides: activation of the carboxyl group with dicyclohexylcarbodiimide using 1-hydroxybenzotriazoles as additives].

Authors:  W König; R Geiger
Journal:  Chem Ber       Date:  1970

3.  Methylphosphonates as probes of protein-nucleic acid interactions.

Authors:  S A Noble; E F Fisher; M H Caruthers
Journal:  Nucleic Acids Res       Date:  1984-04-11       Impact factor: 16.971

4.  Synthesis of phosphorothioate-containing DNA fragments by a modified hydroxybenzotriazole phosphotriester approach.

Authors:  J E Marugg; C van den Bergh; M Tromp; G A van der Marel; W J van Zoest; J H van Boom
Journal:  Nucleic Acids Res       Date:  1984-12-11       Impact factor: 16.971

5.  Oligothymidylate analogues having stereoregular, alternating methylphosphonate/phosphodiester backbones as primers for DNA polymerase.

Authors:  P S Miller; N D Annan; K B McParland; S M Pulford
Journal:  Biochemistry       Date:  1982-05-11       Impact factor: 3.162

6.  Hybridization arrest of globin synthesis in rabbit reticulocyte lysates and cells by oligodeoxyribonucleoside methylphosphonates.

Authors:  K R Blake; A Murakami; S A Spitz; S A Glave; M P Reddy; P O Ts'o; P S Miller
Journal:  Biochemistry       Date:  1985-10-22       Impact factor: 3.162

7.  Inhibition of rabbit globin mRNA translation by sequence-specific oligodeoxyribonucleotides.

Authors:  K R Blake; A Murakami; P S Miller
Journal:  Biochemistry       Date:  1985-10-22       Impact factor: 3.162

8.  Characterization of sequence-specific oligodeoxyribonucleoside methylphosphonates and their interaction with rabbit globin mRNA.

Authors:  A Murakami; K R Blake; P S Miller
Journal:  Biochemistry       Date:  1985-07-16       Impact factor: 3.162

9.  Biochemical and biological effects of nonionic nucleic acid methylphosphonates.

Authors:  P S Miller; K B McParland; K Jayaraman; P O Ts'o
Journal:  Biochemistry       Date:  1981-03-31       Impact factor: 3.162

10.  Some observations relating to the oximate ion promoted unblocking of oligonucleotide aryl esters.

Authors:  C B Reese; L Zard
Journal:  Nucleic Acids Res       Date:  1981-09-25       Impact factor: 16.971
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