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  • Construction of a cross-layer linked G-octamer via conformational control: a stable G-quadruplex in H-bond competitive solvents
Title: Construction of a cross-layer linked G-octamer via conformational control: a stable G-quadruplex in H-bond competitive solvents
Methanol soluble and stable guanosine octamers were successfully achieved via H-bond self-assembly. Through structural conformational design, we developed a new class of guanosine derivatives with modification on guanine (8-aryl) and ribose (2′,3′-isopropylidene). This unique design led to the formation of the first discrete G 8 -octamer with its structure characterized by single crystal X-ray diffraction, MS and NMR spectroscopy. The G 8 -octamer showed unique cation recognition properties, including the formation of a stable Rb + templated G-quadruplex. Based on this observation, further modification on the 8-aryl moiety was performed to incorporate a cross-layer H-bond or covalent linkage. Similar G-octamers were obtained in both cases with structures confirmed by single crystal X-ray diffraction. Furthermore, the covalently linked G-quadruplex exhibited excellent stability even in MeOH and DMSO, suggesting a promising future for this new H-bond self-assembly system in biological and material applications.  more » « less
Award ID(s):
1665122
PAR ID:
10103983
Author(s) / Creator(s):
; ; ; ; ; ; ; ;
Date Published:
Journal Name:
Chemical Science
Volume:
10
Issue:
15
ISSN:
2041-6520
Page Range / eLocation ID:
4192 to 4199
Format(s):
Medium: X
Sponsoring Org:
National Science Foundation
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