PMID: 3748807Aug 11, 1986Paper

Improved synthesis of oligodeoxyribonucleotide using 3-methoxy-4-phenoxybenzoyl group for amino protection

Nucleic Acids Research
R K Mishra, K Misra

Abstract

3-Methoxy-4-phenoxybenzoyl group has been used for the protection of exocyclic amino group of nucleosides. In case of 2'-deoxycytidine it has been found to be highly selective under controlled conditions. The N-protected derivatives of 2'-deoxyadenosine and 2'-deoxyguanosine have been found to be sufficiently stable towards acids minimising depurination under conditions of synthesis of oligodeoxyribonucleotide on solid support via phosphotriester approach. The high lipophilicity of the group and milder deprotection conditions are additional advantages.

References

Nov 29, 1972·Journal of the American Chemical Society·E R Garrett, P J Mehta
Nov 25, 1983·Nucleic Acids Research·B C Froehler, M D Matteucci
Sep 16, 1961·Biochimica Et Biophysica Acta·H KLENOW, S FREDERIKSEN

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Citations

Feb 1, 1996·Solid State Nuclear Magnetic Resonance·B C GersteinD M Grant
Apr 9, 2001·European Journal of Pharmaceutical Sciences : Official Journal of the European Federation for Pharmaceutical Sciences·Y HayakawaM Kataoka
Apr 23, 2008·Current Protocols in Nucleic Acid Chemistry·R P Iyer
Jun 20, 2017·Current Protocols in Nucleic Acid Chemistry·Geeta MeherRadhakrishnan P Iyer

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