Department of Regulatory Bioorganic Chemistry, The Institute of Scientific and Industrial Research (ISIR), Osaka University , Mihogaoka 8-1, Ibaraki 567-0047, Japan.
Org Lett. 2017 Aug 18;19(16):4163-4166. doi: 10.1021/acs.orglett.7b01632. Epub 2017 Jul 28.
A series of new DNA binding molecules NCD-Cn-SH (n = 3, 4, 5, and 6) is reported, which possesses the NCD (naphthyridine carbamate dimer) domain selectively binding to the G-G mismatch in the 5'-CGG-3'/5'-CGG-3' sequence and a thiol moiety, which undergoes spontaneous dimerization to (NCD-Cn-S) upon oxidation under aerobic conditions. The S-S dimer (NCD-Cn-S) produced the 1:1 binding complex with improved thermal stability. The dimer binding to the CGG/CGG DNA showed higher positive cooperativity than the binding of monomer and previously synthesized NCTn derivative. The dimerization of NCD-Cn-SH was selectively accelerated on the CGG repeat DNA but not on the CAG repeat DNA.
报道了一系列新的 DNA 结合分子 NCD-Cn-SH（n = 3、4、5 和 6），它们具有 NCD（嘧啶甲脒二聚体）结构域，可选择性地与 5'-CGG-3'/5'-CGG-3'序列中的 G-G 错配结合，并且具有巯基部分，该巯基部分在有氧条件下氧化时会自发二聚化为（NCD-Cn-S）。形成的 S-S 二聚体（NCD-Cn-S）产生了 1:1 的结合复合物，热稳定性提高。与单体和先前合成的 NCTn 衍生物的结合相比，二聚体与 CGG/CGG DNA 的结合表现出更高的正协同性。NCD-Cn-SH 的二聚化仅在 CGG 重复 DNA 上选择性加速，而不在 CAG 重复 DNA 上加速。
