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Chiral Carbon Dots Mimicking Topoisomerase I To Mediate the Topological Rearrangement of Supercoiled DNA Enantioselectively
Author(s) -
Li Feng,
Li Shuai,
Guo Xiaocui,
Dong Yuhang,
Yao Chi,
Liu Yangping,
Song Yuguang,
Tan Xiaoli,
Gao Lizeng,
Yang Dayong
Publication year - 2020
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.202002904
Subject(s) - dna supercoil , dna , cleave , chemistry , stereochemistry , hydrogen bond , topoisomerase , topology (electrical circuits) , asymmetric carbon , cysteine , helix (gastropod) , enzyme , chirality (physics) , biochemistry , biology , molecule , organic chemistry , dna replication , mathematics , combinatorics , ecology , chiral symmetry breaking , optically active , physics , quantum mechanics , snail , nambu–jona lasinio model , quark
Nanomaterials with enzyme‐mimetic activities are possible alternatives to natural enzymes. Mimicking enzymatic enantioselectivity remains a great challenge. Herein, we report that cysteine‐derived chiral carbon dots (CDs) can mimic topoisomerase I to mediate topological rearrangement of supercoiled DNA enantioselectively. d ‐CDs can more effectively catalyze the topological transition of plasmid DNA from supercoiled to nicked open‐circular configuration than l ‐CDs. Experiments suggest the underlying mechanism: d ‐CDs intercalatively bind with DNA double helix more strongly than l ‐CDs; the intercalative CDs can catalyze the production of hydroxyl radicals to cleave phosphate backbone in one strand of the double helix, leading to topological rearrangement of supercoiled DNA. Molecular dynamics (MD) simulation show that the stronger affinity for hydrogen‐bond formation and hydrophobic interaction between d ‐cysteine and DNA than that of l ‐cysteine is the origin of enantioselectivity.