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Synlett 1999; 1999(S1): 905-908
DOI: 10.1055/s-1999-3180
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Z-DNA Formation by 2′-C-Ethynyl-modified Oligonucleotides

Rolf Buff* , Jürg Hunziker
  • *Department of Chemistry and Biochemistry, University of Bern, Freiestrasse 3, 3012 Bern, Switzerland; Fax +41(31)6 31 80 57; E-mail: juerg.hunziker@ioc.unibe.ch
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Publication Date:
31 December 1999 (online)

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9-(2′-Deoxy-2′-C-ethynyl-β-d-arabino-pentofuranosyl)-guanine phosphoramidite (8) has been prepared from guanosine in 9 steps and incorporated into oligodeoxynucleotides. Substitution of two or three ethynyl-modified guanosines for deoxyguanosine within d(CG)3 or d(GC)3 leads to a Z-DNA-like conformation of the resulting duplex regardless of salt concentration.

DNA - oligonucleotide - Z-DNA