
Nucleosides and Nucleotides p. 1503 - 1518 (1995)
Update date:2022-08-03
Topics:
Muraoka
Takahashi
Uesugi
2'-5' and 3'-5' linked 2-aminoadenylyl-2-aminoadenosines [(2'5')n2Apn2A (1) and (3'-5')n2Apn2A (2)] were synthesized by condensation of 5'-O- monomethoxytrityl-N2,N6-dibenzoyl-2-aminoadenosine and N2,N6,2',3'-O- tetrabenzoyl-2-aminoadenosine 5'-phosphate using dicyclohexylcarbodiimide (DCC). The conformational properties of these dimers 1 and 2 were examined by UV, NMR and CD spectroscopy. The results reveal that the 2'-5'-isomer 1 takes a stacked conformation, which contains a larger base-base overlap and is room stable against thermal perturbation with respect to the 3'-5'-isomer 2. Interactions of 1 and 2 with polyuridylic acid (Poly (U)) were also examined by Tm, mixing curves, UV and CD spectra. Both the dinucleoside isomers 1 and 2 formed a complex of 1 : 2 stoichiometry with poly(U), which was much more stable than that of the corresponding ApA isomer
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(1989)