Influence of phenanthridinium-nucleobase conjugates protonation / methylation on their interactions with polynucleotides (CROSBI ID 492011)
Prilog sa skupa u zborniku | sažetak izlaganja sa skupa
Podaci o odgovornosti
Piantanida, Ivo ; Tumir, L.-M. ; Žinić, Mladen ; Juranović Cindrić, Iva ; Meić, Zlatko
engleski
Influence of phenanthridinium-nucleobase conjugates protonation / methylation on their interactions with polynucleotides
Prijepis sažetka na izvornom jeziku Interactions of different intercalator - nucleobase conjugates with targeted polynucleotides were an objective of intensive research in last decade. A number of conjugates were found to exhibit selective binding at complementary abasic sites in double stranded DNA / RNA [1]. Some of them also showed specific scission of double strand [1]. However, there was no systematic study on influence of the type of intercalator charge on the binding properties of conjugates. Therefore, we have studied interactions of a number of novel phenanthridinium - nucleobase conjugates differing in a protonated / methylated aromatic nitrogen of phenanthridinium unit with RNA [2-4]. Adenine conjugate of structure B (protonated N) has shown higher affinity toward complementary poly U compared with reference and uracil derivative [3] while respective conjugate of structure A (methylated N) under same (acidic) conditions binds preferentially to ds- poly AH+ and strongly stabilises its double helix [4]. The results clearly demonstrate the importance of a type of charge in the intercalator moiety. Taking this parameter in account is necessary for successful design of small molecules with recognition of nucleobases of single stranded polynucleotide targets.[1] Lhomme J. et al, Biochemistry 38 (1999) 1930-7 and ref. cited therein. ; [2] Tumir L.-M., Piantanida I., Novak P., Žinić M., J. Phys. Org. Chem. 15 (2002) 599-607. ; [3] Juranović I., Meić Z., Piantanida I., Tumir L.-M., Žinić M., Chem. Commun. (2002) 1432-3. ; [4] Tumir L.-M., Piantanida I., Žinić M., Juranović I., Meić Z., submitted[5] a) Scatchard G., Ann. N.Y. Acad. Sci., 51 (1949) 660-664 ; b) McGhee J.D., von Hippel P.H., J. Mol. Biol. 86 (1974) 469-489.
phenanthridinium - nucleobase conjugate; polynucleotides; protonation
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Podaci o prilogu
18-18-x.
2003.
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objavljeno
Podaci o matičnoj publikaciji
XVIII. Hrvatski skup kemičara i kemijskih inženjera
Zrnčević, S.
Zagreb: Hrvatsko društvo kemijskih inženjera i tehnologa (HDKI) ; Hrvatsko kemijsko društvo
Podaci o skupu
XVIII.Hrvatski skup kemičara i kemijskih inženjera,
poster
16.02.2003-19.02.2003
Zagreb, Hrvatska