Biliverdin-copper complex at physiological pH

Journal article (2019)

Authors

Milena S. Dimitrijević University of Belgrade
Jelena Bogdanović Pristov University of Belgrade
Milan Žižić University of Belgrade
Dalibor M. Stanković University of Belgrade
Danica Bajuk-Bogdanović University of Belgrade
Marina Stanić University of Belgrade
Snežana Spasić University of Belgrade
W.R. Hagen BT/Biocatalysis - AS
Ivan Spasojević University of Belgrade
Research Group
BT/Biocatalysis (AS) (TU Delft)
Copyright: © 2019 Milena S. Dimitrijević, Jelena Bogdanović Pristov, Milan Žižić, Dalibor M. Stanković, Danica Bajuk-Bogdanović, Marina Stanić, Snežana Spasić, W.R. Hagen, Ivan Spasojević
DOI: https://doi.org/10.1039/c8dt04724c
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Published Date

2019

Language

English

Reuse Rights

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Faculty

Applied Sciences

Department

BT/Biotechnologie

Research Group

BT/Biocatalysis

Abstract


Biliverdin (BV), a product of heme catabolism, is known to interact with transition metals, but the details of such interactions under physiological conditions are scarce. Herein, we examined coordinate/redox interactions of BV with Cu
2+
in phosphate buffer at pH 7.4, using spectrophotometry, HESI-MS, Raman spectroscopy,
1
H NMR, EPR, fluorimetry, and electrochemical methods. BV formed a stable coordination complex with copper in 1:1 stoichiometry. The structure of BV was more planar and energetically stable in the complex. The complex showed strong paramagnetic effects that were attributed to an unpaired delocalized e
-
. The delocalized electron may come from BV or Cu
2+
, so the complex is formally composed either of BV radical cation and Cu
1+
or of BV radical anion and Cu
3+
. The complex underwent oxidation only in the presence of both O
2
and an excess of Cu
2+
, or a strong oxidizing agent, and it was resistant to reducing agents. The biological effects of the stable BV metallocomplex containing a delocalized unpaired electron should be further examined, and may provide an answer to the long-standing question of high energy investment in the catabolism of BV, which represents a relatively harmless molecule per se.

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