Synthesis of nuclelc acid methylphosphonothloates
- 1 January 1988
- journal article
- research article
- Published by Oxford University Press (OUP) in Nucleic Acids Research
- Vol. 16 (15) , 7633-7646
- https://doi.org/10.1093/nar/16.15.7633
Abstract
The reagent obtained in situ by treating methylphosphonothioic dichloride with 1-hydroxy-6-trifluromethylbenzotriazole 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.This publication has 14 references indexed in Scilit:
- Stereospecificity of nucleases towards phosphorothioate-substituted RNA: stereochemistry of transcription by T7 RNA polymeraseNucleic Acids Research, 1987
- Hybridization arrest of globin synthesis in rabbit reticulocyte lysates and cells by oligodeoxyribonucleoside methylphosphonatesBiochemistry, 1985
- Inhibition of rabbit globin mRNA translation by sequence-specific oligodeoxyribonucleotidesBiochemistry, 1985
- Characterization of sequence-specific oligodeoxyribonucleoside methylphosphonates and their interaction with rabbit globin mRNABiochemistry, 1985
- Methylphosphonates as probes of protein-nucleic acid interactionsNucleic Acids Research, 1984
- Synthesis of phosphorothloate-contaming DNA fragments by a modified bydroxybenzotriazole phospbotriester approachNucleic Acids Research, 1984
- Oligothymidylate analogs having stereoregular, alternating methylphosphonate/phosphodiester backbones as primers for DNA polymeraseBiochemistry, 1982
- Some observations relating to the oximate ion promoted unblocking of oligonucleotide aryl estersNucleic Acids Research, 1981
- Biochemical and biological effects of nonionic nucleic acid methylphosphonatesBiochemistry, 1981
- Eine neue Methode zur Synthese von Peptiden: Aktivierung der Carboxylgruppe mit Dicyclohexylcarbodiimid unter Zusatz von 1‐Hydroxy‐benzotriazolenEuropean Journal of Inorganic Chemistry, 1970