187664-10-4Relevant academic research and scientific papers
Oligonucleotides containing consecutive 2'-deoxy-isoguanosine residues: Synthesis, parallel duplex formation and identification of a d(T4iG4T4) tetraplex
Seela, Frank,Wei, Changfu,Melenewski, Alexander
, p. 1523 - 1527 (1997)
Oligonucleotides containing consecutive 2'-deoxyisoguanosines were synthesized by using building blocks protected with a diphenylcarb-amoyl residue. Parallel duplexes were formed by iG(d)-dC base pairs and a tetraplex of d(T4iG4T4) was identified by ion exchange HPLC.
Oligonucleotides containing consecutive 2'-deoxyisoguanosine residues: Synthesis, duplexes with parallel chain orientation, and aggregation
Seela,Wei
, p. 73 - 85 (1997)
The 2'-deoxyisoguanosine phosphonates 3a and 4a and the phosphoramidites 3b and 4b were prepared as building blocks for solid-phase oligonucleotide synthesis. The diphenylcarbamoyl (dpc) residue was introduced as 2-oxo protecting group which stabilizes the N-glycosylic bond against hydrolysis and prevents the molecule from side reactions. The dpc-protected building blocks 4a,b were employed in solid-phase synthesis and were found to be much more efficient than the unprotected compounds 3a,b. Oligonucleotides with alternating (11) or consecutive isoguanine residues (13-15) were synthesized. They form duplexes with parallel chain orientation. The aggregate d(T4-iG4-T4) (15) containing four consecutive 2'-deoxyisoguanosine is shown to be a tetramer similar to that of d(T4-G4-T4).
