Oligonucleotides containing 7-propynyl-7-deazaguanine: synthesis and base pair stability

Autor(en): Seela, F
Shaikh, KI
Stichwörter: 7-deaza-7-propynyl-2 `-deoxyguanosine; 7-deazapurine; 8-aza-7-deazapurine; ANTISENSE GENE INHIBITION; Chemistry; Chemistry, Organic; DNA; DUPLEX STABILITY; MOLECULAR RECOGNITION; NUCLEIC-ACIDS; OLIGODEOXYNUCLEOTIDES; oligonucleotides; PROPYNE ANALOGS; RNASE-H; STRUCTURAL-PROPERTIES
Erscheinungsdatum: 2005
Herausgeber: PERGAMON-ELSEVIER SCIENCE LTD
Journal: TETRAHEDRON
Volumen: 61
Ausgabe: 10
Startseite: 2675
Seitenende: 2681
Zusammenfassung: 
Oligonucleotides incorporating the propynyl derivative of 7-deaza-2'-deoxyguanosine (1) were synthesized by solid-phase oligonucleotide synthesis. As building blocks the phosphoramidites 7a,b were prepared. The incorporation of 1 into oligonucleotides exerts a positive effect on the DNA duplex stability. The duplex stabilization by 1 was higher than that of 7-iodo-7-deaza-2-deoxyguanosine (2b). The stabilizing effect of the 7-propynyl group introduced in the 7-deazapurines is similar to that reported for 8-aza-7-deazapurines. From CD spectra it was deduced that the B-DNA structure is not significantly altered by compound 1. (C) 2005 Elsevier Ltd. All rights reserved.
ISSN: 00404020
DOI: 10.1016/j.tet.2005.01.060

Show full item record

Page view(s)

1
Last Week
0
Last month
0
checked on Mar 4, 2024

Google ScholarTM

Check

Altmetric