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2016 1

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DNA alkylation promoted by an electron-rich quinone methide intermediate

Chengyun Huang,Steven E. Rokita

《化学科学与工程前沿（英文）》 2016年 第10卷 第2期   页码 213-221 doi: 10.1007/s11705-015-1541-3

摘要： Biological application of conjugates derived from oligonucleotides and quinone methides have previously been limited by the slow exchange of their covalent self-adducts and subsequent alkylation of target nucleic acids. To enhance the rates of these processes, a new quinone methide precursor with an electron donating substituent has been prepared. Additionally, this substituent has been placed to the nascent -methylene group of the quinone methide for maximum effect. A conjugate made from this precursor and a 5'-aminohexyloligonucleotide accelerates formation of its reversible self-adduct and alkylation of its complementary DNA as predicted from prior model studies.

关键词： quione methide     DNA alkylation     reversible covalent reaction     bioconjugation     target-directed modification of nucleic acids    

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DNA alkylation promoted by an electron-rich quinone methide intermediate

Chengyun Huang,Steven E. Rokita

期刊论文