使用溴化物和单过硫酸盐对DNA进行胞嘧啶特异性化学探测。
Cytosine-specific chemical probing of DNA using bromide and monoperoxysulfate.
作者信息
Ross S A, Burrows C J
机构信息
Department of Chemistry, University of Utah, Salt Lake City 84112, USA.
出版信息
Nucleic Acids Res. 1996 Dec 15;24(24):5062-3. doi: 10.1093/nar/24.24.5062.
Abstract
Bromination of cytosine and formation of a piperidine-labile site are observed when two simple salts, KBr and KHSO5, are allowed to react with single-stranded oligodeoxynucleotides. Selectivity for C compared with T, G or A is typically a factor of 4 or more; selectivity for Cs in a single-stranded region such as a C-bulge is nearly a factor of 10 compared with duplex Cs. Low reactivity and little base selectivity are observed using duplex DNA, although increased concentrations of reagents lead to complete degradation of the DNA. The results suggest that these conditions for in situ generation of Br2 constitute a useful tool for examination of the exposure of a non-duplex cytosine base in folded DNA structures.
摘要
当两种简单盐类，即溴化钾（KBr）和过硫酸氢钾（KHSO5）与单链寡脱氧核苷酸发生反应时，可观察到胞嘧啶的溴化作用以及哌啶不稳定位点的形成。与胸腺嘧啶（T）、鸟嘌呤（G）或腺嘌呤（A）相比，对胞嘧啶（C）的选择性通常为4倍或更高；与双链中的胞嘧啶相比，在单链区域（如C-凸起）中对胞嘧啶的选择性接近10倍。使用双链DNA时观察到反应活性较低且碱基选择性较小，尽管试剂浓度增加会导致DNA完全降解。结果表明，这些原位生成溴（Br2）的条件构成了一种有用的工具，可用于检测折叠DNA结构中非双链胞嘧啶碱基的暴露情况。
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本文引用的文献
1
Cytosine specific DNA sequencing with hydrogen peroxide.用过氧化氢进行胞嘧啶特异性DNA测序。
Nucleic Acids Res. 1995 Dec 11;23(23):4922-3. doi: 10.1093/nar/23.23.4922.
2
Guanine specific chemical sequencing of DNA by osmium tetroxide.
Nucleic Acids Res. 1994 Nov 11;22(22):4846-7. doi: 10.1093/nar/22.22.4846.
3
Sequencing end-labeled DNA with base-specific chemical cleavages.通过碱基特异性化学切割对末端标记的DNA进行测序。
Methods Enzymol. 1980;65(1):499-560. doi: 10.1016/s0076-6879(80)65059-9.
4
DNA sequencing: chemical methods.DNA测序：化学方法
Methods Enzymol. 1987;152:522-38. doi: 10.1016/0076-6879(87)52059-6.
5
An improvement in thymine specific chemical DNA sequencing.
Nucleic Acids Res. 1989 Sep 25;17(18):7541. doi: 10.1093/nar/17.18.7541.
6
A new method for sequencing DNA.一种新的DNA测序方法。
Proc Natl Acad Sci U S A. 1977 Feb;74(2):560-4. doi: 10.1073/pnas.74.2.560.
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