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博来霉素-金属络合物的氧转移

Oxygen transfer from bleomycin-metal complexes.

作者信息

Murugesan N, Ehrenfeld G M, Hecht S M

出版信息

J Biol Chem. 1982 Aug 10;257(15):8600-3.

PMID:6178734
Abstract

Both Fe(III) and Cu(II) complexes of bleomycin (BLM), but not N-acetyl BLM . Fe(III), mediated the transfer of oxygen from iodosobenzene to organic substrates. In analogy with results obtained using certain cytochrome P-450 analogs, cis-stilbene was converted cleanly to the respective oxide, while no more than traces of trans-stilbene oxide were formed from trans-stilbene under identical conditions. The possible relevance of these observations to the degradation of DNA by bleomycin was also studied. In both the presence and absence of O2, BLM . Cu(II) . C6H5IO effected DNA degradation, as judged by the release of [3H]thymine from radiolabeled Escherichia coli DNA. These findings provide a valuable new assay system for the study of bleomycin analogs and suggest the possibility that bleomycin may function as an "oxygen transferase" in its degradation of DNA in situ.

摘要

博来霉素(BLM)的铁(III)和铜(II)配合物能介导氧从亚碘酰苯转移至有机底物,但N - 乙酰博来霉素·铁(III)则不能。与使用某些细胞色素P - 450类似物得到的结果相似,顺式芪能被顺利转化为相应的氧化物,而在相同条件下,反式芪生成的反式芪氧化物不超过痕量。还研究了这些观察结果与博来霉素降解DNA的可能相关性。无论有无O₂,通过放射性标记的大肠杆菌DNA中[³H]胸腺嘧啶的释放判断,博来霉素·铜(II)·碘苯均能导致DNA降解。这些发现为博来霉素类似物的研究提供了一个有价值的新检测系统,并提示博来霉素在原位降解DNA时可能作为一种“氧转移酶”发挥作用。

相似文献

1
Oxygen transfer from bleomycin-metal complexes.博来霉素-金属络合物的氧转移
J Biol Chem. 1982 Aug 10;257(15):8600-3.
2
An active intermediate formed in the reaction of bleomycin-Fe(II) complex with oxygen.
J Antibiot (Tokyo). 1981 May;34(5):576-82. doi: 10.7164/antibiotics.34.576.
3
Kinetics of the reaction of bleomycin-Fe(II)-O2 complex with DNA.
J Antibiot (Tokyo). 1980 Apr;33(4):426-34. doi: 10.7164/antibiotics.33.426.
4
Copper(I)-bleomycin: structurally unique complex that mediates oxidative DNA strand scission.
Biochemistry. 1985 Jan 1;24(1):81-92. doi: 10.1021/bi00322a013.
5
Copper(I) . bleomycin. A structurally unique oxidation-reduction active complex.铜(I).博来霉素。一种结构独特的氧化还原活性复合物。
J Biol Chem. 1981 Feb 25;256(4):1514-7.
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Oxygen transfer reactions by synthetic analogues of iron-bleomycin.铁博来霉素合成类似物的氧转移反应
J Inorg Biochem. 1992 Aug;47(2):109-17. doi: 10.1016/0162-0134(92)84047-q.
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Orientation of iron bleomycin and porphyrin complexes on DNA fibers.铁博来霉素和卟啉复合物在DNA纤维上的取向
Inorg Chem. 2000 Apr 17;39(8):1779-86. doi: 10.1021/ic991365r.
8
Copper(II)- and iron(II)-complexes of methyl 2-(2-aminoethyl)-aminomethyl-pyridine-6-carboxyl-histidinate (AMPHIS), a peptide mimicking the metal-chelating moiety of bleomycin. An ESR investigation.2-(2-氨基乙基)-氨基甲基-吡啶-6-羧基组氨酸甲酯(AMPHIS)的铜(II)和铁(II)配合物,一种模拟博来霉素金属螯合部分的肽。电子自旋共振研究。
Biochem Biophys Res Commun. 1985 Feb 15;126(3):1036-41. doi: 10.1016/0006-291x(85)90289-x.
9
Bleomycin may be activated for DNA cleavage by NADPH-cytochrome P-450 reductase.
Biochemistry. 1984 Dec 4;23(25):6165-71. doi: 10.1021/bi00320a042.
10
Copper(II).bleomycin, iron(III).bleomycin, and copper(II).phleomycin: comparative study of deoxyribonucleic acid binding.铜(II).博来霉素、铁(III).博来霉素和铜(II).平阳霉素:脱氧核糖核酸结合的比较研究
Biochemistry. 1981 Feb 3;20(3):665-71. doi: 10.1021/bi00506a034.

引用本文的文献

1
Catalytic site-specific cleavage of a DNA-target by an oligonucleotide carrying bleomycin A5.携带博来霉素A5的寡核苷酸对DNA靶点进行催化性位点特异性切割。
Nucleic Acids Res. 1995 Nov 11;23(21):4400-6. doi: 10.1093/nar/23.21.4400.
2
LEU2 directed expression of beta-galactosidase activity and phleomycin resistance in Yarrowia lipolytica.LEU2在解脂耶氏酵母中指导β-半乳糖苷酶活性和博来霉素抗性的表达。
Curr Genet. 1987;11(5):369-75. doi: 10.1007/BF00378179.
3
Effects of a calmodulin inhibitor on bleomycin-induced lung inflammation in hamsters. Biochemical, morphometric, and bronchoalveolar lavage data.
钙调蛋白抑制剂对博来霉素诱导的仓鼠肺部炎症的影响。生化、形态计量学及支气管肺泡灌洗数据。
Am J Pathol. 1986 Sep;124(3):528-36.