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Exceptionally Selective and Tunable Sensing of Guanine Derivatives and Analogues by Structural Complementation in a G‐Quadruplex
Author(s) -
Li Xinmin,
Zheng Kewei,
Hao Yuhua,
Tan Zheng
Publication year - 2016
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201607195
Subject(s) - complementation , guanine , g quadruplex , chemistry , combinatorial chemistry , stereochemistry , biochemistry , dna , gene , nucleotide , phenotype
A guanine‐vacancy‐bearing G‐quadruplex (GVBQ) interacts with guanine and derivatives by a structural complementation to form a more stable and intact G‐quadruplex. Sensors using GVBQs are devised to detect guanine and other nucleobases, and their derivatives derived from structurally similar compounds. A strict requirement of Hoogsteen hydrogen bonds between the GVBQ and analyte in the structural complementation confers exceptional selectivity on the analyte. As such, subtle modifications on analytes affecting even a single hydrogen bond can preclude the recognition. In principle, the strategy may also be expanded to detect many planar cyclic compounds. Because nucleobases and derivatives/metabolites are involved in many physiological and pathological processes, this type of sensor may find applications in risk assessment of pathogenesis and therapeutics related to nucleic acid metabolism.