Light-Induced Formation of Thymine-Containing Mercury(II)-Mediated Base Pairs

Overview

Journal Chemistry

Specialty Chemistry

Date 2019 Nov 5

PMID 31682036

Citations 3

Authors

Shuvankar Naskar

Jens Muller

Affiliations

Soon will be listed here.

Abstract

By applying caged thymidine residues, DNA duplexes were created in which Hg -mediated base pair formation can be triggered by irradiation with light. When a bidentate ligand was used as the complementary nucleobase, an unprecedented stepwise formation of different metal-mediated base pairs was achieved.

Citing Articles

Dynamic Structure and Stability of DNA Duplexes Bearing a Dinuclear Hg(II)-Mediated Base Pair.

Bachmann J, Schonrath I, Muller J, Doltsinis N Molecules. 2020; 25(21).

PMID: 33114568 PMC: 7663159. DOI: 10.3390/molecules25214942.

Stable Hg(II)-mediated base pairs with a phenanthroline-derived nucleobase surrogate in antiparallel-stranded DNA.

Jash B, Muller J J Biol Inorg Chem. 2020; 25(4):647-654.

PMID: 32277288 PMC: 7239801. DOI: 10.1007/s00775-020-01788-x.

Light-Induced Formation of Thymine-Containing Mercury(II)-Mediated Base Pairs.

Naskar S, Muller J Chemistry. 2019; 25(71):16214-16218.

PMID: 31682036 PMC: 6972992. DOI: 10.1002/chem.201903789.

References

Jash B, Scharf P, Sandmann N, Fonseca Guerra C, Megger D, Muller J . A metal-mediated base pair that discriminates between the canonical pyrimidine nucleobases. Chem Sci. 2017; 8(2):1337-1343. PMC: 5360170. DOI: 10.1039/c6sc03482a. View

Fujii A, Nakagawa O, Kishimoto Y, Okuda T, Nakatsuji Y, Nozaki N . 1,3,9-Triaza-2-oxophenoxazine: An Artificial Nucleobase Forming Highly Stable Self-Base Pairs with Three Ag Ions in a Duplex. Chemistry. 2019; 25(31):7443-7448. DOI: 10.1002/chem.201900373. View

Brieke C, Rohrbach F, Gottschalk A, Mayer G, Heckel A . Light-controlled tools. Angew Chem Int Ed Engl. 2012; 51(34):8446-76. DOI: 10.1002/anie.201202134. View

Mandal S, Hepp A, Muller J . Unprecedented dinuclear silver(I)-mediated base pair involving the DNA lesion 1,N(6)-ethenoadenine. Dalton Trans. 2014; 44(8):3540-3. DOI: 10.1039/c4dt02663b. View

Liu Q, Deiters A . Optochemical control of deoxyoligonucleotide function via a nucleobase-caging approach. Acc Chem Res. 2013; 47(1):45-55. PMC: 3946944. DOI: 10.1021/ar400036a. View

Guo X, Leonard P, Ingale S, Liu J, Mei H, Sieg M . 5-Aza-7-deaza-2'-deoxyguanosine and 2'-Deoxycytidine Form Programmable Silver-Mediated Base Pairs with Metal Ions in the Core of the DNA Double Helix. Chemistry. 2018; 24(35):8883-8892. DOI: 10.1002/chem.201801273. View

Kondo J, Tada Y, Dairaku T, Hattori Y, Saneyoshi H, Ono A . A metallo-DNA nanowire with uninterrupted one-dimensional silver array. Nat Chem. 2017; 9(10):956-960. DOI: 10.1038/nchem.2808. View

Heckel A, Mayer G . Light regulation of aptamer activity: an anti-thrombin aptamer with caged thymidine nucleobases. J Am Chem Soc. 2005; 127(3):822-3. DOI: 10.1021/ja043285e. View

Santamaria-Diaz N, Mendez-Arriaga J, Salas J, Galindo M . Highly Stable Double-Stranded DNA Containing Sequential Silver(I)-Mediated 7-Deazaadenine/Thymine Watson-Crick Base Pairs. Angew Chem Int Ed Engl. 2016; 55(21):6170-4. DOI: 10.1002/anie.201600924. View

10.

Jash B, Muller J . Concomitant Site-Specific Incorporation of Silver(I) and Mercury(II) Ions into a DNA Duplex. Chemistry. 2018; 24(42):10636-10640. DOI: 10.1002/chem.201802470. View

11.

Schmidt O, Mata G, Luedtke N . Fluorescent Base Analogue Reveals T-Hg-T Base Pairs Have High Kinetic Stabilities That Perturb DNA Metabolism. J Am Chem Soc. 2016; 138(44):14733-14739. DOI: 10.1021/jacs.6b09044. View

12.

Leon J, Gonzalez-Abradelo D, Strassert C, Muller J . Fluorescent DNA-Templated Silver Nanoclusters from Silver(I)-Mediated Base Pairs. Chemistry. 2018; 24(33):8320-8324. DOI: 10.1002/chem.201801858. View

13.

Jash B, Muller J . Stable Copper(I)-Mediated Base Pairing in DNA. Angew Chem Int Ed Engl. 2018; 57(30):9524-9527. DOI: 10.1002/anie.201802201. View

14.

Leon J, She Z, Kamal A, Shamsi M, Muller J, Kraatz H . DNA Films Containing the Artificial Nucleobase Imidazole Mediate Charge Transfer in a Silver(I)-Responsive Way. Angew Chem Int Ed Engl. 2017; 56(22):6098-6102. DOI: 10.1002/anie.201700248. View

15.

Anhauser L, Muttach F, Rentmeister A . Reversible modification of DNA by methyltransferase-catalyzed transfer and light-triggered removal of photo-caging groups. Chem Commun (Camb). 2017; 54(5):449-451. DOI: 10.1039/c7cc08300a. View

16.

Liu S, Clever G, Takezawa Y, Kaneko M, Tanaka K, Guo X . Direct conductance measurement of individual metallo-DNA duplexes within single-molecule break junctions. Angew Chem Int Ed Engl. 2011; 50(38):8886-90. DOI: 10.1002/anie.201102980. View

17.

Wang S, Yue L, Li Z, Zhang J, Tian H, Willner I . Light-Induced Reversible Reconfiguration of DNA-Based Constitutional Dynamic Networks: Application to Switchable Catalysis. Angew Chem Int Ed Engl. 2018; 57(27):8105-8109. DOI: 10.1002/anie.201803371. View

18.

Tanaka K, Tengeiji A, Kato T, Toyama N, Shionoya M . A discrete self-assembled metal array in artificial DNA. Science. 2003; 299(5610):1212-3. DOI: 10.1126/science.1080587. View

19.

Jana S, Guo X, Mei H, Seela F . Robust silver-mediated imidazolo-dC base pairs in metal DNA: dinuclear silver bridges with exceptional stability in double helices with parallel and antiparallel strand orientation. Chem Commun (Camb). 2015; 51(97):17301-4. DOI: 10.1039/c5cc06734k. View

20.

Adam V, Prusty D, Centola M, Skugor M, Hannam J, Valero J . Expanding the Toolbox of Photoswitches for DNA Nanotechnology Using Arylazopyrazoles. Chemistry. 2017; 24(5):1062-1066. DOI: 10.1002/chem.201705500. View