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博来霉素引发的d(C-G-C-G-C-G)双链体链断裂反应中产生的寡核苷酸片段的鉴定。

Identification of oligonucleotide fragments produced in a strand scission reaction of the d(C-G-C-G-C-G) duplex by bleomycin.

作者信息

Uesugi S, Shida T, Ikehara M, Kobayashi Y, Kyogoku Y

出版信息

Nucleic Acids Res. 1984 Feb 10;12(3):1581-92. doi: 10.1093/nar/12.3.1581.

DOI:10.1093/nar/12.3.1581
PMID:6199743
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC318600/
Abstract

To elucidate the mechanism of DNA strand scission by bleomycin, a d(C-G-C-G-C-G) duplex was treated with the bleomycin-iron ion complex in the presence of H2O2 and degradation products (1, 2, cytosine and deoxyguanosine 5'-phosphate) were identified. 1 and 2 contain a carboxymethyl group attached to the 3'-terminal phosphoryl group of d(C-Gp) and d(C-G-C-Gp), respectively. These compounds were identified by UV, 1H and 31P NMR spectroscopy and paper electrophoresis. 1 was synthesized from the protected dinucleotide and glycolic acid and the proton NMR spectrum was identical to that of 1 obtained as a degradation product. Thus the oligonucleotide fragments produced by the action of bleomycin on DNA were directly identified and cleavage of the C3'-C4' bond of the sugar residues was proved.

摘要

为阐明博来霉素导致DNA链断裂的机制,在过氧化氢存在的情况下,用博来霉素 - 铁离子复合物处理d(C-G-C-G-C-G)双链体,并鉴定降解产物(1、2、胞嘧啶和脱氧鸟苷5'-磷酸)。1和2分别含有连接到d(C-Gp)和d(C-G-C-Gp)的3'-末端磷酰基上的羧甲基。通过紫外光谱、1H和31P核磁共振光谱以及纸电泳对这些化合物进行了鉴定。1由受保护的二核苷酸和乙醇酸合成,其质子核磁共振光谱与作为降解产物获得的1的光谱相同。因此,直接鉴定了博来霉素作用于DNA产生的寡核苷酸片段,并证明了糖残基的C3'-C4'键发生了断裂。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a01e/318600/9cd364f56039/nar00321-0291-a.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a01e/318600/9cd364f56039/nar00321-0291-a.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a01e/318600/9cd364f56039/nar00321-0291-a.jpg

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引用本文的文献

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Bleomycin mediated degradation of DNA-RNA hybrids does not involve C-1' chemistry.博来霉素介导的DNA-RNA杂交体降解不涉及C-1'化学过程。

本文引用的文献

1
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DNA sequence analysis: a general, simple and rapid method for sequencing large oligodeoxyribonucleotide fragments by mapping.DNA序列分析:一种通过图谱对大的寡脱氧核糖核苷酸片段进行测序的通用、简单且快速的方法。
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Deoxyoligonucleotide chain cleavage reactions by phenanthroline and bleomycin.菲咯啉和博来霉素引发的脱氧寡核苷酸链裂解反应。
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5
The mechanism of free base formation from DNA by bleomycin. A proposal based on site specific tritium release from Poly(dA.dU).博来霉素作用于DNA形成游离碱的机制。基于从聚(dA.dU)中位点特异性释放氚的一项提议。
J Biol Chem. 1983 Apr 25;258(8):4694-7.
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Stoichiometry of DNA strand scission and aldehyde formation by bleomycin.
J Biol Chem. 1982 Aug 10;257(15):8612-4.
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Iron(II)-bleomycin. Biochemical and spectral properties in the presence of radical scavengers.
Biochem Biophys Res Commun. 1982 Feb 26;104(4):1470-6. doi: 10.1016/0006-291x(82)91416-4.
8
Activated bleomycin. A transient complex of drug, iron, and oxygen that degrades DNA.活化博来霉素。一种由药物、铁和氧形成的短暂复合物,可降解DNA。
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An active intermediate formed in the reaction of bleomycin-Fe(II) complex with oxygen.
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