DNA-Catalyzed Introduction of Azide at Tyrosine for Peptide Modification.

DNA-Catalyzed Introduction of Azide at Tyrosine for Peptide Modification.
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DNA催化酶在酪氨酸上引入叠氮化肽进行肽修饰。

DOI:
10.1002/anie.201604364
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发表时间:
2016-08-16
期刊:
Angewandte Chemie (International ed. in English)
影响因子:
--
通讯作者:
Silverman SK
Silverman SK
中科院分区:
其他
文献类型:
--
作者:
Wang P;Silverman SK

文献摘要

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我们表明,DNA酶(脱氧核酶)可以在肽底物中的酪氨酸残基上引入叠氮官能团。使用体外选择,我们鉴定了将2′-叠氮基-2 ′-脱氧腺苷5′-单磷酰基(2 ′-Az-dAMP)从类似的5′-三磷酸(2′-Az-dATP)转移到肽的酪氨酸羟基上的脱氧核酶,所述肽被束缚到DNA锚上或游离。 一些新的脱氧核酶对于酪氨酸周围的氨基酸残基是通用的,而其他DNA酶是序列选择性的。我们使用一种新的脱氧核酶通过连接PEG部分和荧光标记来修饰游离肽底物。
We show that DNA enzymes (deoxyribozymes) can introduce azide functional groups at tyrosine residues in peptide substrates. Using in vitro selection, we identified deoxyribozymes that transfer the 2′‐azido‐2′‐deoxyadenosine 5′‐monophosphoryl group (2′‐Az‐dAMP) from the analogous 5′‐triphosphate (2′‐Az‐dATP) onto the tyrosine hydroxyl group of a peptide, which is either tethered to a DNA anchor or free. Some of the new deoxyribozymes are general with regard to the amino acid residues surrounding the tyrosine, while other DNA enzymes are sequence‐selective. We use one of the new deoxyribozymes to modify free peptide substrates by attaching PEG moieties and fluorescent labels.