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Fluorescence Spectroscopic Insight into the Supramolecular Interactions in DNA‐Based Enantioselective Sulfoxidation
Author(s) -
Cheng Yu,
Cheng Mingpan,
Hao Jingya,
Jia Guoqing,
Li Can
Publication year - 2018
Publication title -
chembiochem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.05
H-Index - 126
eISSN - 1439-7633
pISSN - 1439-4227
DOI - 10.1002/cbic.201800393
Subject(s) - thioanisole , chemistry , circular dichroism , enantioselective synthesis , g quadruplex , stereochemistry , biocatalysis , deoxyribozyme , dna , supramolecular chemistry , fluorescence , photochemistry , combinatorial chemistry , catalysis , organic chemistry , biochemistry , reaction mechanism , molecule , physics , quantum mechanics
Interactions of copper(II)–bipyridine cofactors and thioanisole substrate with human telomeric G‐quadruplex DNA were studied by UV/Vis absorption, circular dichroism, and fluorescence quenching titration. Three copper(II)–bipyridine complexes are equivalently anchored to the G‐quadruplex scaffold at all five fluorescently labeled sites. Thioanisole interacts with the DNA architecture at both the second loop and 3′ terminus in the absence or presence of copper(II)–bipyridine complexes. These nonspecificities in the weak interactions of Cu II complexes and thioanisole with G‐quadruplex might explain why DNA only affords a modest enantioselectivity in the oxidation of thioanisole. These findings provide insights toward the construction of highly enantioselective DNA‐based catalysts.