Synthesis and hybridization property of oligonucleotides containing carbocyclic oxetanocins

Shinobu Honzawa, Satoshi Ohwada, Yoshihiro Morishita, Kanae Sato, Nobuya Katagiri, Masahiko Yamaguchi

Research output: Contribution to journalArticlepeer-review

8 Citations (Scopus)

Abstract

Oligonucleotides containing enantiomeric carbocyclic oxetanocins possessing adenine, thymine, guanine and cytosine were synthesized from an optically active cyclobutane derivative. Their hybridization properties with the complementary oligonucleotides were studied using melting point method, CD spectroscopy, and mixing curve method (Job plots). The artificial nucleotides possessing adenine, guanine and cytosine bases show tendency to form complexes more strongly with ribonucleotide than deoxyribonucleotide. These complexes are triplexes consisting of purine and pyrimidine in 1:2 ratio. Such triplex formation is observed both under high (1 M NaCl) and low salt conditions (0.1 M NaCl). (C) 2000 Elsevier Science Ltd.

Original languageEnglish
Pages (from-to)2615-2627
Number of pages13
JournalTetrahedron
Volume56
Issue number17
DOIs
Publication statusPublished - 2000 Apr 21

Keywords

  • Carbocyclic oxetanocins
  • Hybridization
  • Oligonucleotides

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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