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博来霉素中古洛糖-甘露糖部分在铁-分子氧复合物激活中的作用。

The role of the gulose-mannose part of bleomycin in activation of iron-molecular oxygen complexes.

作者信息

Kénani A, Bailly C, Helbecque N, Catteau J P, Houssin R, Bernier J L, Hénichart J P

机构信息

Unité INSERM N. 16, Lille, France.

出版信息

Biochem J. 1988 Jul 15;253(2):497-504. doi: 10.1042/bj2530497.

DOI:10.1042/bj2530497
PMID:2460080
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC1149325/
Abstract

A comparison of the complexing properties of metal ions and O2 activation by bleomycin-A2 (BLM-A2) and deglyco-BLM-A2 is presented. Deglyco-BLM-A2 is obtained from the parent derivative by HF cleavage of the sugar moiety followed by h.p.l.c. purification. Complexing of Cu(II) and Fe(III) is studied by using c.d. and e.s.r. spectroscopy. Spin-trapping experiments in the presence of phenyl N-t-butylnitrone indicated lower production of free radicals by deglyco-BLM-A2. Finally, a proposal is made to explain this discrepancy, focusing on the probable role of the gulose-mannose moiety acting as a protecting pocket, comparable with the pocket and picket-fence porphyrins described for haemoproteins.

摘要

本文介绍了博来霉素A2（BLM-A2）和去糖基博来霉素A2的金属离子络合特性及O2活化的比较。去糖基博来霉素A2是通过对母体衍生物的糖部分进行HF裂解，然后进行高效液相色谱纯化而得到的。通过圆二色光谱（c.d.）和电子自旋共振光谱（e.s.r.）研究了Cu（II）和Fe（III）的络合情况。在苯基N-叔丁基硝酮存在下的自旋捕获实验表明，去糖基博来霉素A2产生的自由基较少。最后，提出了一个解释这种差异的建议，重点关注古洛糖-甘露糖部分可能作为保护口袋的作用，这与血红蛋白中描述的口袋和栅栏卟啉类似。

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本文引用的文献

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Synthetic analogues and biosynthetic intermediates of bleomycin. Metal-binding, dioxygen interaction, and implication for the role of functional groups in bleomycin action mechanism.
J Biol Chem. 1983 Jan 25;258(2):1328-36.
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10
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。
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