DNA-triplex stabilizing properties of 8-aminoguanine.
A DNA-triplex stabilizing purine (8-aminoguanine) is designed based on molecular modeling and synthesized. The substitution of guanine by 8-aminoguanine largely stabilizes the triplex both at neutral and acidic pH, as suggested by molecular dynamics and thermodynamic integration calculations, and demonstrated by melting experiments. NMR experiments confirm the triplex-stabilizing properties of 8-aminoguanine and demonstrate that few changes are found in the structure of the triplex due to the presence of this modified base.
Soliva
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R
Departament de Bioquímica i Biologia Molecular, Facultat de Química, Universitat de Barcelona, Martí i Franquès 1, Barcelona 08028, Spain.
Güimil García
R
R
Blas
J R
JR
Eritja
R
R
Asensio
J L
JL
González
C
C
Luque
F J
FJ
Orozco
M
M
D003596:Cytosine / Q000737:chemistry; D004247:DNA / Q000737:chemistry* / Q000235:genetics; D006147:Guanine / Q000031:analogs & derivatives* / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy / Q000379:methods; D008958:Models, Molecular; D009154:Mutation; D009690:Nucleic Acid Conformation; D009691:Nucleic Acid Denaturation; D013329:Structure-Activity Relationship; D013816:Thermodynamics
C033495:8-aminoguanine; D006147:Guanine; D003596:Cytosine; D004247:DNA