Synthesis and NMR binding study of a chiral spirocyclic helical analogue of a natural DNA bulge binder

Nilesh W. Gaikwad, Geum Sook Hwang, Irving H. Goldberg

Research output: Contribution to journalArticle

9 Citations (Scopus)

Abstract

(Chemical Equation Presented) Synthesis of chiral spirocyclic helical compounds which mimic the molecular architecture of the potent DNA bulge binder obtained from the antitumor agent NCS-chrom has been accomplished. Structural analysis of the compounds by CD and NMR is presented. NMR titration study indicates binding of P,α-helimer (1d) at a two-base bulge site in a DNA oligomer, providing insight to the design of agents as specific probes of a bulged structure in nucleic acids.

Original languageEnglish (US)
Pages (from-to)4833-4836
Number of pages4
JournalOrganic Letters
Volume6
Issue number26
DOIs
StatePublished - Dec 23 2004
Externally publishedYes

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Binders
deoxyribonucleic acid
Nuclear magnetic resonance
analogs
nuclear magnetic resonance
DNA
nucleic acids
synthesis
Titration
oligomers
Oligomers
structural analysis
Structural analysis
titration
Antineoplastic Agents
Nucleic Acids
probes
neocarzinostatin chromophore

ASJC Scopus subject areas

  • Molecular Medicine

Cite this

Synthesis and NMR binding study of a chiral spirocyclic helical analogue of a natural DNA bulge binder. / Gaikwad, Nilesh W.; Hwang, Geum Sook; Goldberg, Irving H.

In: Organic Letters, Vol. 6, No. 26, 23.12.2004, p. 4833-4836.

Research output: Contribution to journalArticle

Gaikwad, Nilesh W. ; Hwang, Geum Sook ; Goldberg, Irving H. / Synthesis and NMR binding study of a chiral spirocyclic helical analogue of a natural DNA bulge binder. In: Organic Letters. 2004 ; Vol. 6, No. 26. pp. 4833-4836.
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