TY - JOUR
T1 - Improvement of base selectivity and binding affinity by controlling hydrogen bonding motifs between nucleobases and isoxanthopterin
T2 - Application to the detection of T/C mutation
AU - Rajendar, Burki
AU - Sato, Yusuke
AU - Nishizawa, Seiichi
AU - Teramae, Norio
N1 - Funding Information:
This work was partially supported by Grants-in-Aid for Scientific Research (A), No. 17205009, for Scientific Research (B), No. 18350039, and for the COE Project, Giant Molecules and Complex Systems, from the Ministry of Education, Culture, Sports, Science and Technology, Japan.
PY - 2007/7/1
Y1 - 2007/7/1
N2 - At an abasic site in an oligo-DNA duplex, isoxanthopterin (IX)†IX and 3-MIX was obtained from Sigma-Aldrich Co. (USA) and Enamine Ltd, (Ukraine), respectively.† can bind to thymine (T) and cytosine (C) with strong affinity compared to adenine and guanine, but the base selectivity for T against C is moderate. In order to improve both binding affinity and base selectivity for T against C, a methyl group is introduced to IX, which is known as 3-methyl isoxanthopterin (3-MIX),† by which binding affinity for C is expected to decrease. Indeed, 3-MIX specifically binds to T more strongly than IX and loses its binding affinity for C. The improved binding ability of 3-MIX for T would be suitable for the practical use in SNP typing related to T.
AB - At an abasic site in an oligo-DNA duplex, isoxanthopterin (IX)†IX and 3-MIX was obtained from Sigma-Aldrich Co. (USA) and Enamine Ltd, (Ukraine), respectively.† can bind to thymine (T) and cytosine (C) with strong affinity compared to adenine and guanine, but the base selectivity for T against C is moderate. In order to improve both binding affinity and base selectivity for T against C, a methyl group is introduced to IX, which is known as 3-methyl isoxanthopterin (3-MIX),† by which binding affinity for C is expected to decrease. Indeed, 3-MIX specifically binds to T more strongly than IX and loses its binding affinity for C. The improved binding ability of 3-MIX for T would be suitable for the practical use in SNP typing related to T.
KW - AP site
KW - Methyl group
KW - T/C SNP
KW - p53 Gene
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U2 - 10.1016/j.bmcl.2007.04.033
DO - 10.1016/j.bmcl.2007.04.033
M3 - Article
C2 - 17470392
AN - SCOPUS:34250158141
SN - 0960-894X
VL - 17
SP - 3682
EP - 3685
JO - Bioorganic and Medicinal Chemistry Letters
JF - Bioorganic and Medicinal Chemistry Letters
IS - 13
ER -