Synthesis and Characterization of Oligonucleotides Containing a Nitrogen Mustard Formamidopyrimidine Monoadduct of Deoxyguanosine | Zendy

Plamen P. Christov | Zendy; Kyu-Jun Son | Zendy; Carmelo J. Rizzo | Zendy

Open Access

Synthesis and Characterization of Oligonucleotides Containing a Nitrogen Mustard Formamidopyrimidine Monoadduct of Deoxyguanosine

Author(s) -

Plamen P. Christov,

Kyu-Jun Son,

Carmelo J. Rizzo

Publication year - 2014

Publication title -

chemical research in toxicology

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.031

H-Index - 156

eISSN - 1520-5010

pISSN - 0893-228X

DOI - 10.1021/tx5002354

Subject(s) - deoxyguanosine , chemistry , aziridine , oligonucleotide , nitrogen mustard , adduct , biochemistry , escherichia coli , dna glycosylase , dna , electrophile , substrate (aquarium) , acrolein , dna damage , organic chemistry , biology , ring (chemistry) , gene , ecology , chemotherapy , catalysis , genetics , cyclophosphamide

N(5)-Substituted formamidopyrimidine adducts have been observed from the reaction of dGuo or DNA with aziridine containing electrophiles, including nitrogen mustards. However, the role of substituted Fapy-dGuo adducts in the biological response to nitrogen mustards and related species has not been extensively explored. We have developed chemistry for the site-specific synthesis of oligonucleotides containing an N(5)-nitrogen mustard Fapy-dGuo using the phosphoramidite approach. The lesion was found to be a good substrate for Escherichia coli endonuclease IV and formamidopyrimidine glycosylase.

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