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. 1993 Jul 11;21(14):3245–3248. doi: 10.1093/nar/21.14.3245

Synthesis of (3'-5'),(2'-5')-linked di- and tri-adenylyl methylphosphonate analogs.

C G Wang 1, L X Wang 1, X B Yang 1, T Y Jiang 1, L H Zhang 1
PMCID: PMC309762  PMID: 8341598

Abstract

Stereoselectivity was found during the coupling reaction, to form 2',5'- and 3',5'-linked di- and triadenylyl methylphosphonate. The configuration of phosphorus was determined by 1HNMR NOE.

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Selected References

These references are in PubMed. This may not be the complete list of references from this article.

  1. Agarwal K. L., Riftina F. Synthesis and enzymatic properties of deoxyribooligonucleotides containing methyl and phenylphosphonate linkages. Nucleic Acids Res. 1979 Jul 11;6(9):3009–3024. doi: 10.1093/nar/6.9.3009. [DOI] [PMC free article] [PubMed] [Google Scholar]
  2. Kan L. S., Cheng D. M., Miller P. S., Yano J., Ts'o P. O. Proton nuclear magnetic resonance studies on dideoxyribonucleoside methylphosphonates. Biochemistry. 1980 May 13;19(10):2122–2132. doi: 10.1021/bi00551a020. [DOI] [PubMed] [Google Scholar]
  3. Lesnikowski Z. J., Jaworska M., Stec W. J. Octa(thymidine methanephosphonates) of partially defined stereochemistry: synthesis and effect of chirality at phosphorus on binding to pentadecadeoxyriboadenylic acid. Nucleic Acids Res. 1990 Apr 25;18(8):2109–2115. doi: 10.1093/nar/18.8.2109. [DOI] [PMC free article] [PubMed] [Google Scholar]
  4. Lesnikowski Z. J., Jaworska M., Stec W. J. Stereoselective synthesis of P-homochiral oligo(thymidine methanephosphonates). Nucleic Acids Res. 1988 Dec 23;16(24):11675–11689. doi: 10.1093/nar/16.24.11675. [DOI] [PMC free article] [PubMed] [Google Scholar]
  5. Löschner T., Engels J. W. Diastereomeric dinucleoside-methylphosphonates: determination of configuration with the 2-D NMR ROESY technique. Nucleic Acids Res. 1990 Sep 11;18(17):5083–5088. doi: 10.1093/nar/18.17.5083. [DOI] [PMC free article] [PubMed] [Google Scholar]
  6. Marugg J. E., de Vroom E., Dreef C. E., Tromp M., van der Marel G. A., van Boom J. H. Synthesis of nucleic acid methylphosphonates via the 1-hydroxybenzotriazole phosphotriester approach. Nucleic Acids Res. 1986 Mar 11;14(5):2171–2185. doi: 10.1093/nar/14.5.2171. [DOI] [PMC free article] [PubMed] [Google Scholar]
  7. Miller P. S., Agris C. H., Blandin M., Murakami A., Reddy P. M., Spitz S. A., Ts'o P. O. Use of methylphosphonic dichloride for the synthesis of oligonucleoside methylphosphonates. Nucleic Acids Res. 1983 Aug 11;11(15):5189–5204. doi: 10.1093/nar/11.15.5189. [DOI] [PMC free article] [PubMed] [Google Scholar]
  8. Noble S. A., Fisher E. F., Caruthers M. H. Methylphosphonates as probes of protein-nucleic acid interactions. Nucleic Acids Res. 1984 Apr 11;12(7):3387–3404. doi: 10.1093/nar/12.7.3387. [DOI] [PMC free article] [PubMed] [Google Scholar]

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