Literature DB >> 93279

Structural studies of of "active complex" of bleomycin: assignment of ligands to the ferrous ion in a ferrous-bleomycin-carbon monoxide complex.

N J Oppenheimer, L O Rodriguez, S M Hecht.   

Abstract

Proton NMR studies at 360 MHz establish the binary Fe(II)-bleomycin complex to be paramagnetic with a spectrum covering 70 ppm. Addition of carbon monoxide generates a stable, diamagnetic Fe(II)-bleomycin-CO complex that is a putative structural analog of the "active" Fe(II)-bleomycin-O2 complex. The following six groups have been determined to be coordinated to the Fe(II) ion from analysis of the highly resolved 1H NMR spectra of this complex: CO, the primary and secondary amine nitrogens of the beta-aminoalanine moiety, the carbamoyl moiety on the 3-position of mannose, the pyrimidine N-1, and the imidazole N-1. The Fe(II)-bleomycin-CO complex binds to DNA, as shown by fluorescence quenching experiments, but Fe(II)-bleomycin-CO does not mediate thymine release. These results necessitate a major revision in the current model for metal coordination to bleomycin.

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Year:  1979        PMID: 93279      PMCID: PMC411700          DOI: 10.1073/pnas.76.11.5616

Source DB:  PubMed          Journal:  Proc Natl Acad Sci U S A        ISSN: 0027-8424            Impact factor:   11.205


  17 in total

1.  Letter: Chemistry of bleomycin. XII. Iso-bleomycin A2, product of carbamoyl group migration.

Authors:  Y Nakayama; M Kunishima; S Omoto; T Takita; H Umezawa
Journal:  J Antibiot (Tokyo)       Date:  1973-07       Impact factor: 2.649

2.  Action of bleomycin on DNA and RNA.

Authors:  W E Müller; Z Yamazaki; H J Breter; R K Zahn
Journal:  Eur J Biochem       Date:  1972-12-18

3.  Properties of bacteriophage PM2: a lipid-containing bacterial virus.

Authors:  R T Espejo; E S Canelo
Journal:  Virology       Date:  1968-04       Impact factor: 3.616

4.  Double nuclear magnetic resonance observation of electron exchange between ferri- and ferrocytochrome c.

Authors:  R K Gupta; A G Redfield
Journal:  Science       Date:  1970-09-18       Impact factor: 47.728

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

Authors:  E A Sausville; J Peisach; S B Horwitz
Journal:  Biochem Biophys Res Commun       Date:  1976-12-06       Impact factor: 3.575

6.  The binding of zinc(II) to bleomycin: an investigation using 1H NMR spectroscopy.

Authors:  A E Cass; A Galdes; A O Hill; C E McClelland
Journal:  FEBS Lett       Date:  1978-05-15       Impact factor: 4.124

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

Authors:  J W Lown; S K Sim
Journal:  Biochem Biophys Res Commun       Date:  1977-08-22       Impact factor: 3.575

8.  New antibiotics, bleomycin A and B.

Authors:  H Umezawa; K Maeda; T Takeuchi; Y Okami
Journal:  J Antibiot (Tokyo)       Date:  1966-09       Impact factor: 2.649

9.  Effect of chelating agents and metal ions on the degradation of DNA by bleomycin.

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

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

Authors:  J C Dabrowiak; F T Greenaway; W E Longo; M Van Husen; S T Crooke
Journal:  Biochim Biophys Acta       Date:  1978-02-16
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  13 in total

1.  Structural changes of Zn(II)bleomycin complexes when bound to DNA hairpins containing the 5'-GT-3' and 5'-GC-3' binding sites studied through NMR spectroscopy.

Authors:  Shelby E Follett; Sally A Murray; Azure D Ingersoll; Teresa M Reilly; Teresa E Lehmann
Journal:  Magnetochemistry       Date:  2017-12-27

2.  Characterization of bleomycin-mediated cleavage of a hairpin DNA library.

Authors:  Zachary J Segerman; Basab Roy; Sidney M Hecht
Journal:  Biochemistry       Date:  2013-07-22       Impact factor: 3.162

Review 3.  Mechanisms of bleomycin-induced lung damage.

Authors:  J Hay; S Shahzeidi; G Laurent
Journal:  Arch Toxicol       Date:  1991       Impact factor: 5.153

4.  The metal bonding domain of the antitumor drug Fe(II)-bleomycin: a DFT investigation.

Authors:  Anna Karawajczyk; Francesco Buda
Journal:  J Biol Inorg Chem       Date:  2004-12-01       Impact factor: 3.358

5.  Fe.bleomycin as a probe of RNA conformation.

Authors:  C E Holmes; A T Abraham; S M Hecht; C Florentz; R Giegé
Journal:  Nucleic Acids Res       Date:  1996-09-01       Impact factor: 16.971

6.  Proton NMR studies of the Zn(II)--bleomycin-A2--poly(dA-dT) ternary complex.

Authors:  J D Glickson; R P Pillai; T T Sakai
Journal:  Proc Natl Acad Sci U S A       Date:  1981-05       Impact factor: 11.205

7.  Is the bithiazole moiety of bleomycin a classical intercalator?

Authors:  J P Hénichart; J L Bernier; N Helbecque; R Houssin
Journal:  Nucleic Acids Res       Date:  1985-09-25       Impact factor: 16.971

8.  Interactions among iron(II) bleomycin, Lewis bases, and DNA.

Authors:  W E Antholine; D H Petering; L A Saryan; C E Brown
Journal:  Proc Natl Acad Sci U S A       Date:  1981-12       Impact factor: 11.205

9.  X-ray crystallographic analysis of 3-(2'-phenyl-2,4'-bithiazole-4-carboxamido) propyldimethylsulphonium iodide, an analogue of the DNA-binding portion of bleomycin A2.

Authors:  R Kuroda; S Neidle; J M Riordan; T T Sakai
Journal:  Nucleic Acids Res       Date:  1982-08-11       Impact factor: 16.971

10.  Differential protective effects of varying degrees of hypoxia on the cytotoxicities of etoposide and bleomycin.

Authors:  T Yamauchi; T A Raffin; P Yang; B I Sikic
Journal:  Cancer Chemother Pharmacol       Date:  1987       Impact factor: 3.333

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