Direct transfer of extended groups from synthetic cofactors by DNA methyltransferases

Direct transfer of extended groups from synthetic cofactors by DNA methyltransferases
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DOI:
10.1038/nchembio754
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发表时间:
2006-01-01
影响因子:
14.8
通讯作者:
Weinhold, E
Weinhold, E
中科院分区:
生物学1区
文献类型:
--
作者:
Dalhoff, C;Lukinavicius, G;Weinhold, E

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腺苷- l-蛋氨酸(AdoMet)是甲基转移酶催化的生物甲基化反应的主要甲基供体。我们报道了AdoMet类似物的首次化学合成,其延长的碳链取代甲基,并评估了它们作为所有三类DNA甲基转移酶的辅助因子。在磺酸中心的β位置含有双键或三键的扩展基团以催化和序列特异性的方式转移到DNA上,表明这种合成辅助因子在生物聚合物的靶向功能化方面具有很高的实用性。
Adenosyl-L-methionine (AdoMet) is the major methyl donor for biological methylation reactions catalyzed by methyltransferases. We report the first chemical synthesis of AdoMet analogs with extended carbon chains replacing the methyl group and their evaluation as cofactors for all three classes of DNA methyltransferases. Extended groups containing a double or triple bond in the beta position to the sulfonium center were transferred onto DNA in a catalytic and sequence-specific manner, demonstrating a high utility of such synthetic cofactors for targeted functionalization of biopolymers.