Anion mediated,tunable isoguanosine self-assemblies: decoding the conformation influence and solvent effects |
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| Authors: | Mengjia Liu Ying He Chuan Shan Lukasz Wojtas Ion Ghiviriga Omar Fathalla Yu Yan Xiaopeng Li Xiaodong Shi |
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| Affiliation: | Department of Chemistry, University of South Florida, 4202 E. Fowler Avenue, Tampa Florida 33620 USA.; College of Chemistry and Environmental Engineering, Shenzhen University, Shenzhen 518055 People''s Republic of China ; Department of Chemistry, University of Florida, 125 Buckman Drive, Gainesville Florida 32611 USA |
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| Abstract: | Systematic investigations were performed with various substituted groups at C8 purine and ribose. A series of isoG analogs, C8-phenyl substituted isoG were synthesized and applied for Cs+ coordination. The structural proximity between purine and ribose limited pentaplex formation for C8-phenyl substituted isoG derivatives. Based on this observation, deoxy isoG derivative with modification on ribose (tert-butyldimethylsilyl ether) was applied to assemble with the Cs+ cation. Critical solvent (CDCl3 and CD3CN) and anion (BPh4−, BARF−, and PF6−) effects were revealed, leading to the controllable formation of various stable isoG pentaplexes, including singly charged decamer, doubly charged decamer, and 15-mer, etc. Finally, the X-ray crystal structure of [isoG20Cs3]3+(BARF−)3 was successfully obtained, which is the first example of multiple-layer deoxy isoG binding with the Cs+ cation, providing solid evidence of this new isoG ionophore beyond two-layer sandwich self-assembly.The first example of multiple-layer deoxy isoG self-assembly was characterized by X-ray crystal structure. Critical solvent and anion effects were revealed, leading to the controllable formation of various stable isoG assemblies. |
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