Skip to main content
NCBI home page
Nucleic Acids Research logoLink to Nucleic Acids Research
. 1983 Dec 10;11(23):8389–8405. doi: 10.1093/nar/11.23.8389

Synthesis of short RNA fragments by the benzotriazolyl phosphotriester approach.

C T Wreesmann, A Fidder, G A van der Marel, J H van Boom
PMCID: PMC326589  PMID: 6200828

Abstract

Analytical and experimental evidence will be presented to show that addition of a slight excess of 2-chlorophenyl-0,0-bis[1-benzotriazolyl]phosphate to a properly 2',5'-protected ribonucleoside gives an intermediate 3'-phosphotriester, which, after addition of a 2'-protected ribonucleoside, affords a dimer containing solely a 3'-5'-internucleotide linkage. The above phosphorylation procedure has been used in the synthesis of the pentamer UpApCpGpC.

Full text

PDF
8389

Selected References

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

  1. Doornbos J., Wreesmann C. T., Van Boom J. H., Altona C. Conformational analysis of the single-stranded ribonucleic acid A-A-C-C. A one-dimensional and two-dimensional proton NMR study at 500 MHz. Eur J Biochem. 1983 Apr 5;131(3):571–579. doi: 10.1111/j.1432-1033.1983.tb07301.x. [DOI] [PubMed] [Google Scholar]
  2. Fritz H. J., Belagaje R., Brown E. L., Fritz R. H., Jones R. A., Lees R. G., Khorana H. G. High-pressure liquid chromatography in polynucleotide synthesis. Biochemistry. 1978 Apr 4;17(7):1257–1267. doi: 10.1021/bi00600a020. [DOI] [PubMed] [Google Scholar]
  3. Kraszewski A., Stawiński J., Wiewiórowski M. The case of sulfonation in the chemical synthesis of oligonucleotides. Nucleic Acids Res. 1980 May 24;8(10):2301–2305. doi: 10.1093/nar/8.10.2301. [DOI] [PMC free article] [PubMed] [Google Scholar]
  4. Markiewicz W. T., Biała E., Adamiak R. W., Grześkowiak K., Kierzek R., Kraszewski A., Stawiński J., Wiewiórowski M. Further studies on oligoribonucleotide synthesis. Nucleic Acids Symp Ser. 1980;(7):115–127. [PubMed] [Google Scholar]
  5. McLaughlin L. W., Romaniuk E. The use of high-performance liquid chromatography in the isolation and analysis of oligoribonucleotides synthesized by the T4 RNA ligase reaction. Anal Biochem. 1982 Jul 15;124(1):37–44. doi: 10.1016/0003-2697(82)90216-0. [DOI] [PubMed] [Google Scholar]
  6. Seth A. K., Jay E. A study of the efficiency and the problem of sulfonation of several condensing reagents and their mechanisms for the chemical synthesis of deoxyoligoribonucleotides. Nucleic Acids Res. 1980 Nov 25;8(22):5445–5459. doi: 10.1093/nar/8.22.5445. [DOI] [PMC free article] [PubMed] [Google Scholar]
  7. van Boom J. H., Burgers P. M., van der Marel G., Verdegaal C. H., Wille G. Synthesis of oligonucleotides with sequences identical with or analogous to the 3'-end of 16S ribosomal RNA of Escherichia coli: preparation of A-C-C-U-C-C via the modified phosphotriester method. Nucleic Acids Res. 1977 Apr;4(4):1047–1063. doi: 10.1093/nar/4.4.1047. [DOI] [PMC free article] [PubMed] [Google Scholar]

Articles from Nucleic Acids Research are provided here courtesy of Oxford University Press

RESOURCES