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Literature DB >> 2460080

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

A Kénani¹, C Bailly, N Helbecque, J P Catteau, R Houssin, J L Bernier, J P Hénichart.

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.

Entities: Chemical

Mesh：

Substances：

Year: 1988 PMID： 2460080 PMCID： PMC1149325 DOI： 10.1042/bj2530497

Source DB: PubMed Journal: Biochem J ISSN： 0264-6021 Impact factor: 3.857

23 in total

1. The chemistry of bleomycin. 8. The structure of the sugar moiety of bleomycin A 2 .

Authors: S Omoto; T Takita; K Maeda; H Umezawa; S Umezawa
Journal: J Antibiot (Tokyo) Date: 1972-12 Impact factor: 2.649

2. Properties and products of the degradation of DNA by bleomycin and iron(II).

Authors: E A Sausville; R W Stein; J Peisach; S B Horwitz
Journal: Biochemistry Date: 1978-07-11 Impact factor: 3.162

3. Formation of superoxide and hydroxy radicals in iron(II)-bleomycin-oxygen system: electron spin resonance detection by spin trapping.

Authors: Y Sugiura; T Kikuchi
Journal: J Antibiot (Tokyo) Date: 1978-12 Impact factor: 2.649

4. Comparison of metal complexes between depyruvamide bleomycin and bleomycin: an important effect of axial donor on metal coordination and oxygen activation.

Authors: Y Sugiura
Journal: Biochem Biophys Res Commun Date: 1979-06-13 Impact factor: 3.575

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

1. The chemistry of bleomycin. 8. The structure of the sugar moiety of bleomycin A 2 .

2. Properties and products of the degradation of DNA by bleomycin and iron(II).

3. Formation of superoxide and hydroxy radicals in iron(II)-bleomycin-oxygen system: electron spin resonance detection by spin trapping.

4. Comparison of metal complexes between depyruvamide bleomycin and bleomycin: an important effect of axial donor on metal coordination and oxygen activation.

5. A role for ferrous ion and oxygen in the degradation of DNA by bleomycin.

6. Proton nuclear magnetic resonances study of bleomycin in aqueous solution. Assignment of resonances.

7. The mechanism of the bleomycin-induced cleavage of DNA.

8. Binding of bleomycin to DNA: intercalation of the bithiazole rings.

9. A spectroscopic investigation of the metal binding site of bleomycin A2. The Cu(II) and Zn(II) derivatives.

10. Copper-dependent cleavage of DNA by bleomycin.

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