Anion mediated, tunable isoguanosine self-assemblies: decoding the conformation influence and solvent effects. Issue 21 (5th May 2021)

• Record Type: Journal Article
• Authors: Liu, Mengjia; He, Ying; Shan, Chuan; Wojtas, Lukasz; Ghiviriga, Ion; Fathalla, Omar; Yan, Yu; Li, Xiaopeng; Shi, Xiaodong
• Is Part Of: Chemical science. Volume 12:Issue 21(2021)
• Page Start: 7569
• Page End: 7574
• Publication Date: 2021-05-05
• Subjects: Chemistry -- Periodicals; 540.5
• DOI: 10.1039/d1sc00988e
• Languages: English
• ISSNs: 2041-6520

Abstract

Abstract : 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. 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 CD3 CN) 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 [isoG20 Cs3 ] 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.