Quadruplex and pentaplex self-assemblies of oligonucleotides containing short runs of 8-aza-7-deaza-2 `-deoxyisoguanosine or 2 `-deoxyisoguanosine

Autor(en): Seela, F
Kroschel, R
Stichwörter: Biochemical Research Methods; Biochemistry & Molecular Biology; Chemistry; Chemistry, Multidisciplinary; Chemistry, Organic; COMPLEXES; CONFORMATION; CRYSTAL-STRUCTURE; GUANINE; ISOGUANINE; NUCLEOSIDES; OXYTRICHA TELOMERIC DNA; QUARTETS; STABILITY; TETRAPLEX
Erscheinungsdatum: 2001
Herausgeber: AMER CHEMICAL SOC
Journal: BIOCONJUGATE CHEMISTRY
Volumen: 12
Ausgabe: 6
Startseite: 1043
Seitenende: 1050
Zusammenfassung: 
Oligonucleotides containing 8-aza-7-deaza-2 ` -deoxyisoguanosine (4) were investigated regarding their self-assembly in aqueous solution. The aggregation of 4 was compared with that of oligonucleotides containing 2 ` -deoxyisoguanosine (2b) and 2 ` -deoxyguanosine (1b). For this purpose the phosphoramidite of 4 was synthesized which was protected by a dibutylaminomethylidene residue at the amino group and a diphenylcarbamoyl residue at the 2-oxo function. Solid-phase synthesis furnished oligonucleotide containing short runs of the nucleoside 4. The self-assembly of the oligonucleotide 5 ` -d(T(4)4(4)T(2)) was studied by ion-exchange chromatography. The formation of a pentaplex was observed in the presence of Cs+, while a tetraplex is formed when the counter ion is Na+ or Rbl. The cation selectivity of the oligonucleotide 5 ` -d(T(4)4(4)T(2)) was found to be different from the parent 5 ` -d(T(4)isoG(4)T(2)) Which was forming the tetraplex as well as a pentaplex in aq RbCl solution.
ISSN: 10431802
DOI: 10.1021/bc010064e

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