On the Structure of Flavin-Oxygen Intermediates Involved in Enzymatic Reactions

Ghisla, Sandro; Entsch, Barrie; Massey, Vincent; Husein, Mazhar

On the Structure of Flavin-Oxygen Intermediates Involved in Enzymatic Reactions

Dateien

Eur_J_Biochem_1977_GhislaOn_the_structure_of_flavin_oxygen.pdf(1.01 MB)

Datum

1977

Autor:innen

Ghisla, Sandro

Entsch, Barrie

Massey, Vincent

Husein, Mazhar

Publikationstyp

Zeitschriftenartikel

Erschienen in

European Journal of Biochemistry ; 76 (1977), 1. - S. 139-148. - ISSN 0014-2956. - eISSN 1432-1033

Zusammenfassung

During the catalytic reactions of flavoprotein hydroxylases and bacterial luciferase, flavin peroxides are formed as intermediates [see Massey, V. and Hemmerich, P. (1976) in The Enzymes, 3rd edn (P. Boyer, ed.) pp. 421 - 505, Academic Press, New York]. These intermediates have been postulated to be C(4a) derivatives of the flavin coenzyme. To test this hypothesis, modified flavin coenzymes carrying an oxygen substituent at position C(4a) of the isoalloxazine ring were synthesized. They are tightly bound by the apoenzymes of D-amino acid oxidase, p-hydroxybenzoate hydroxylase and lactate oxidase ; the resulting complexes show spectral properties closely similar to those of the transient oxygen adducts of the hydroxylases. The optical spectra of the lumiflavin model compounds were found to be highly dependent on the solvent environment and nature of the substituents. Under appropriate conditions they simulate satisfactorily the spectra of the transient enzymatic oxygen adducts. The results support the proposal that the primary oxygen adducts formed with these flavoproteins on reaction of the reduced enzymes with oxygen are flavin C(4a) peroxides.

Fachgebiet (DDC)

570 Biowissenschaften, Biologie

Zitieren

ISO 690

GHISLA, Sandro, Barrie ENTSCH, Vincent MASSEY, Mazhar HUSEIN, 1977. On the Structure of Flavin-Oxygen Intermediates Involved in Enzymatic Reactions. In: European Journal of Biochemistry. 76(1), pp. 139-148. ISSN 0014-2956. eISSN 1432-1033. Available under: doi: 10.1111/j.1432-1033.1977.tb11579.x

BibTex

@article{Ghisla1977Struc-8806,
  year={1977},
  doi={10.1111/j.1432-1033.1977.tb11579.x},
  title={On the Structure of Flavin-Oxygen Intermediates Involved in Enzymatic Reactions},
  number={1},
  volume={76},
  issn={0014-2956},
  journal={European Journal of Biochemistry},
  pages={139--148},
  author={Ghisla, Sandro and Entsch, Barrie and Massey, Vincent and Husein, Mazhar}
}

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