Proton Nuclear Magnetic Resonance Measurements of 2′‐Aminodeoxyuridylyl‐3′,5′‐Deoxyuridine

Lou‐Sing ‐S Kan, Rick Bauman, Purshotam Bhan, Paul S. Miller

Research output: Contribution to journalArticlepeer-review

Abstract

A dideoxyribonucleotide, 2′‐amino‐2′‐deoxyuridylyl 3′,5′‐deoxyuridine, containing an unsual base (2′‐amino‐2′‐deoxyuridine) that isresistant to nucleases was investigated by ′H NMR. The pKa of the protonation of the amino group (5.8) was determined by profiles of chemical shifts of protons in the vicinity of amino group versus pH. However, protonation of the amino group has little effect on the conformation of the dimer, assumed to be B‐form DNA. This conclusion is drawn from the chemical shift data and coupling constants of H1‐H2. Thus, 2′‐amino‐2′‐deoxyuridine can be used in antisense and anticode oligonucleotides.

Original languageEnglish (US)
Pages (from-to)469-473
Number of pages5
JournalJournal of the Chinese Chemical Society
Volume40
Issue number5
DOIs
StatePublished - 1993

Keywords

  • 2′‐Aminodeoxyuridylyl‐3′,5′‐dcoxyuridine
  • NMR

ASJC Scopus subject areas

  • Chemistry(all)

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