Interstrand Cross-Link and Bioconjugate Formation in RNA from a Modified Nucleotide
نویسندگان
چکیده
منابع مشابه
Interstrand Cross-Link and Bioconjugate Formation in RNA from a Modified Nucleotide
RNA oligonucleotides containing a phenyl selenide derivative of 5-methyluridine were chemically synthesized by solid-phase synthesis. The phenyl selenide is rapidly converted to an electrophilic, allylic phenyl seleneate under mild oxidative conditions. The phenyl seleneate yields interstrand cross-links when part of a duplex and is useful for synthesizing oligonucleotide conjugates. Formation ...
متن کاملInterstrand DNA–DNA Cross-Link Formation Between Adenine Residues and Abasic Sites in Duplex DNA
The loss of a coding nucleobase from the structure of DNA is a common event that generates an abasic (Ap) site (1). Ap sites exist as an equilibrating mixture of a cyclic hemiacetal and a ring-opened aldehyde. Aldehydes are electrophilic functional groups that can form covalent adducts with nucleophilic sites in DNA. Thus, Ap sites present a potentially reactive aldehyde as part of the internal...
متن کاملEffect of 06-Methylguanine on DNA Interstrand Cross-Link Formation by Chloroethylnitrosoureas and Z-ChloroethyKmethylsulfonyOmethanesulfonate1
Exposure of III29 cells in culture to O'-methylguanine is known to result in a reduction in O'-alkylguanine-DNA alkyltransferase (AGT) activity and an enhancement of sensitivity to the cytotoxic effects of chloroethylating agents. Since cytotoxicity of these agents may be me diated by the formation of interstrand cross-links, alkaline elution analy sis was performed on HT29 cells treated with l...
متن کاملCytosine catalysis of nitrosative guanine deamination and interstrand cross-link formation.
Effects are discussed of the anisotropic DNA environment on nitrosative guanine deamination based on results of an ab initio study of the aggregate 3 formed by guaninediazonium ion 1 and cytosine 2. Within 3, the protonation of 2 by 1 is fast and exothermic and forms 6, an aggregate between betaine 4 (2-diazonium-9H-purin-6-olate) and cytosinium ion 5. Electronic structure analysis of 4 shows t...
متن کاملMechanism of RAD51-dependent DNA interstrand cross-link repair.
DNA interstrand cross-links (ICLs) are toxic DNA lesions whose repair in S phase of eukaryotic cells is incompletely understood. In Xenopus egg extracts, ICL repair is initiated when two replication forks converge on the lesion. Dual incisions then create a DNA double-strand break (DSB) in one sister chromatid, whereas lesion bypass restores the other sister. We report that the broken sister ch...
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
ژورنال
عنوان ژورنال: The Journal of Organic Chemistry
سال: 2014
ISSN: 0022-3263,1520-6904
DOI: 10.1021/jo501982r