TY - JOUR
T1 - Synthesis and DNA-binding properties of bisdiazoliumylporphyrins
AU - Tjahjono, Daryono H.
AU - Yamamoto, Tomoko
AU - Ichimoto, Sumito
AU - Yoshioka, Naoki
AU - Inoue, Hidenari
PY - 2000
Y1 - 2000
N2 - A pair of 5,15-bisdiazoliumylporphyrins with only two meso-substituents, 5,15-bis(1,3-dimethylimidazolium-2-yl)-porphyrin 1b and 5,15-bis(1,2-dimethylpyrazolium-4-yl)porphyrin 2b, has been synthesized. The crowded porphyrin 1b intercalates between base pairs of DNA to stabilize the duplex DNA to thermal denaturation due to its high affinity for DNA. The binding of porphyrin 1b to DNA is an exothermic interaction and enthalpically driven. Porphyrin 1b interacts more strongly with poly(dA-dT)2 than with poly(dG-dC)2, and the interaction is more favorable or selective to AT-rich sites than to GC-rich sites.
AB - A pair of 5,15-bisdiazoliumylporphyrins with only two meso-substituents, 5,15-bis(1,3-dimethylimidazolium-2-yl)-porphyrin 1b and 5,15-bis(1,2-dimethylpyrazolium-4-yl)porphyrin 2b, has been synthesized. The crowded porphyrin 1b intercalates between base pairs of DNA to stabilize the duplex DNA to thermal denaturation due to its high affinity for DNA. The binding of porphyrin 1b to DNA is an exothermic interaction and enthalpically driven. Porphyrin 1b interacts more strongly with poly(dA-dT)2 than with poly(dG-dC)2, and the interaction is more favorable or selective to AT-rich sites than to GC-rich sites.
UR - http://www.scopus.com/inward/record.url?scp=0034699694&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=0034699694&partnerID=8YFLogxK
U2 - 10.1039/b005491g
DO - 10.1039/b005491g
M3 - Article
AN - SCOPUS:0034699694
SN - 1472-7781
SP - 3077
EP - 3081
JO - Journal of the Chemical Society. Perkin Transactions 1
JF - Journal of the Chemical Society. Perkin Transactions 1
IS - 18
ER -