Literature DB >> 31016693

Synthesis of Site-Specific Crown Ether Adducts to DNA Abasic Sites: 8-Oxo-7,8-Dihydro-2'-Deoxyguanosine and 2'-Deoxycytidine.

Na An1, Aaron M Fleming1, Nicole C Rosecrans1, Yi Liao1, Cynthia J Burrows2.   

Abstract

Formation of adducts to DNA is of great benefit to DNA sequencing and damage detection technology and to enzymology. Here we describe the synthesis and characterization procedures of 18-crown-6 adducts formed to abasic (AP) sites, 8-oxo-7,8-dihydro-2'-deoxyguanosine (OG), and 2'-deoxycytidine (C) residues in DNA oligodeoxynucleotides. These crown ether adducts were used as site-specific modifications to facilitate nanopore technology. The methods described can be readily expanded to attach other suitable primary amines of interest.

Entities:  

Keywords:  18-crown-6; 2′-Deoxycytidine; 8-Oxo-7,8-dihydro-2′-deoxyguanosine; Abasic sites; DNA adducts; DNA sequencing; Site-specific chemistry

Mesh:

Substances:

Year:  2019        PMID: 31016693      PMCID: PMC6482849          DOI: 10.1007/978-1-4939-9216-4_2

Source DB:  PubMed          Journal:  Methods Mol Biol        ISSN: 1064-3745


  27 in total

1.  Oxidation of biotin during oligonucleotide synthesis.

Authors:  Krishna Upadhya; Iqbal K Khattak; Bashar Mullah
Journal:  Nucleosides Nucleotides Nucleic Acids       Date:  2005       Impact factor: 1.381

2.  Chemical tags facilitate the sensing of individual DNA strands with nanopores.

Authors:  Nick Mitchell; Stefan Howorka
Journal:  Angew Chem Int Ed Engl       Date:  2008       Impact factor: 15.336

Review 3.  An overview of chemical processes that damage cellular DNA: spontaneous hydrolysis, alkylation, and reactions with radicals.

Authors:  Kent S Gates
Journal:  Chem Res Toxicol       Date:  2009-11       Impact factor: 3.739

4.  Cytosine-specific chemical probing of DNA using bromide and monoperoxysulfate.

Authors:  S A Ross; C J Burrows
Journal:  Nucleic Acids Res       Date:  1996-12-15       Impact factor: 16.971

5.  Quantification of 8-oxodGuo lesions in double-stranded DNA using a photoelectrochemical DNA sensor.

Authors:  Bintian Zhang; Liang-Hong Guo; Marc M Greenberg
Journal:  Anal Chem       Date:  2012-06-29       Impact factor: 6.986

6.  Surprising repair activities of nonpolar analogs of 8-oxoG expose features of recognition and catalysis by base excision repair glycosylases.

Authors:  Paige L McKibbin; Akio Kobori; Yosuke Taniguchi; Eric T Kool; Sheila S David
Journal:  J Am Chem Soc       Date:  2012-01-09       Impact factor: 15.419

7.  Nucleotide identification and orientation discrimination of DNA homopolymers immobilized in a protein nanopore.

Authors:  Robert F Purnell; Kunal K Mehta; Jacob J Schmidt
Journal:  Nano Lett       Date:  2008-08-13       Impact factor: 11.189

8.  Detection of 5-methylcytosine and 5-hydroxymethylcytosine in DNA via host-guest interactions inside α-hemolysin nanopores.

Authors:  Tao Zeng; Lei Liu; Ting Li; Yuru Li; Juan Gao; Yuliang Zhao; Hai-Chen Wu
Journal:  Chem Sci       Date:  2015-06-24       Impact factor: 9.825

9.  Spirodi(iminohydantoin) products from oxidation of 2'-deoxyguanosine in the presence of NH4Cl in nucleoside and oligodeoxynucleotide contexts.

Authors:  Aaron M Fleming; Erin I Armentrout; Judy Zhu; James G Muller; Cynthia J Burrows
Journal:  J Org Chem       Date:  2015-01-07       Impact factor: 4.354

10.  Nanopore detection of 8-oxoguanine in the human telomere repeat sequence.

Authors:  Na An; Aaron M Fleming; Henry S White; Cynthia J Burrows
Journal:  ACS Nano       Date:  2015-03-17       Impact factor: 15.881

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  1 in total

1.  Current and Future Methodology for Quantitation and Site-Specific Mapping the Location of DNA Adducts.

Authors:  Gunnar Boysen; Intawat Nookaew
Journal:  Toxics       Date:  2022-01-19
  1 in total

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