Synthesis of a AT base pair model in DNA and determination of hydrogen bonding strength on the formation of base triplet T:AT in CDCl3

Young Lag Cho, Kyu Sung Jeong

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12 Citations (Scopus)

Abstract

A molecular model has been synthesized to determine the hydrogen- bonding strength between AT and T in the base triplet, T:AT. A strong preference (>95%) of Watson-Crick mode along with 91% hydrogen-bonded conformation is observed in the model compound. The association constants of the AT model with 1-propyluracil and glutarimide are 15 M-1 and 5.2 M-1, respectively, in CDCl3 at 296 ± 0.5 K. Negative cooperativity by pre- existing hydrogen bonds might be involved in the intermolecular binding events.

Original languageEnglish
Pages (from-to)8337-8340
Number of pages4
JournalTetrahedron Letters
Volume38
Issue number48
DOIs
Publication statusPublished - 1997 Dec 1

Bibliographical note

Funding Information:
This work was financially supported in part by the Korea Science and Engineering

Funding Information:
Foundation (Project No, 96-0501-04-01-03) and by the Organic Chemistry Research Center-KOSEF.

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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