DOI QR코드

DOI QR Code

Development of New Protecting Groups for Guanine Residue in Oligodeoxyribonucleotide Synthesis

  • Byung Jo Moon (Department of Biochemistry, College of Natural Sciences, Kyungpook National University) ;
  • Kyung Lan Huh (Department of Chemistry, Seoul National University)
  • Published : 1991.04.20

Abstract

Attempts were made to develop new protecting groups for 1,6-lactam function of 2-N-acyl guanine in oligodeoxyribonucleotide synthesis. Several acyl groups, aryl groups, and carbamoyl groups were tested. Dimethylcarbamoyl and phenylacetyl groups are shown to be a good combination for guanine residue. 6-O-Di-methylcarbamoyl-2-N-pheylacetyl-2'-deoxy guanosine have been successfully used in the synthesis of d[AAGCTT], which is Hind Ⅲ recognition sequence.

Keywords

References

  1. Tetrahedron v.39 S. A. Narang
  2. Tetrahedron v.34 C. B. Reese
  3. J. Am. Chem. Soc. v.80 P. T. Gilham;H. G. Khorana
  4. Tetrahedron Lett. v.21 C. B. Reese;A. Ubasawa
  5. Nucleic Acids Res. v.13 R. Pon;M. Damha;K. Ogilvie
  6. Tetrahedron Lett. v.24 T. Trichtinger;R. Charubala;W. Pfleiderer
  7. Tetrahedron Lett. v.23 B. L. Gaffney;R. A. Jones
  8. J. Chem. Soc. Perkin Trans. v.1 C. B. Reese;R. A. Skone
  9. Tetrahedron Lett. v.22 S. S. Jones;C. B. Reese;S. Sibanda;A. Ubasawa
  10. J. Am. Chem. Soc. v.106 T. Kamimura;M. Tsuchiya;K. Urakami;K. Koura;M. Sekine;K. Shinozaki;K. Miura;T. Hata
  11. Tetrahedron Lett. v.24 T. Kamimura;M. Tsuchiya;K. Koura;M. Sekine;T. Hata
  12. Tetrahedron Lett. C. B. Reese;R. C. Titmas;L. Yau

Cited by

  1. ChemInform Abstract: Development of New Protecting Groups for Guanine Residue in Oligodeoxyribonucleotide Synthesis. vol.22, pp.39, 1991, https://doi.org/10.1002/chin.199139235
  2. Synthesis of the Oligoribonucleotides Incorporating 8-Oxo-Guanosine and Evaluation of their Base Pairing Properties vol.32, pp.3, 2013, https://doi.org/10.1080/15257770.2013.767461