Design, synthesis and analysis of a pyrrolepolyamide-nucleoside hybrid.
A pyrrolepolyamide-deoxyguanosine hybrid using the 3-aminopropyl linker (GAP) was designed and synthesized on the basis of previously reported results of a pyrrolepolyamide-adenosine hybrid (Apy) and a pyrrolepolyamide-deoxyguanoside hybrid using the 3-aminopropionyl linker (GBP). An evaluation of the DNA binding sequence selectivity of GAP was performed by analysis of CD spectra and Tm values using three DNA duplexes. It was shown that GAP possessed greater binding specificity than distamycin A, netropsin, Apy and GBP.
Ohba
Yusuke
Y
Tokyo University of Pharmacy and Life Science, 1432-1 Horinouchi, Hachioji, Tokyo 192-0392, Japan.
Terui
Yusuke
Y
Kamaike
Kazuo
K
Oshima
Tairo
T
Kawashima
Etsuko
E
D000588:Amines / Q000737:chemistry; D002942:Circular Dichroism; D003849:Deoxyguanosine / Q000031:analogs & derivatives* / Q000032:analysis / Q000138:chemical synthesis / Q000737:chemistry; D009705:Nucleosides / Q000032:analysis* / Q000138:chemical synthesis* / Q000737:chemistry; D011758:Pyrroles / Q000032:analysis* / Q000138:chemical synthesis* / Q000737:chemistry; D011759:Pyrrolidines / Q000737:chemistry
D000588:Amines; C521142:N(2)-(3-(4-(4-(4-formylamino-1-methylpyrrole-2-carboxamido)-1-methylpyrrole-2-carboxamido)-1-methylpyrrole-2-carboxamido)propyl)deoxyguanosine; D009705:Nucleosides; D011758:Pyrroles; D011759:Pyrrolidines; D003849:Deoxyguanosine