TY  - JOUR
AU  - Dimitrijević, Milena S.
AU  - Bogdanović-Pristov, Jelena
AU  - Žižić, Milan
AU  - Stanković, Dalibor M.
AU  - Bajuk-Bogdanović, Danica V.
AU  - Stanić, Marina
AU  - Spasić, Snežana D.
AU  - Hagen, Wilfred
AU  - Spasojević, Ivan
PY  - 2019
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/3066
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/8200
AB  - 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 Cu2+ 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 Cu2+, so the complex is formally composed either of BV radical cation and Cu1+ or of BV radical anion and Cu3+. The complex underwent oxidation only in the presence of both O2 and an excess of Cu2+, 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.
T2  - Dalton Transactions
T1  - Biliverdin-copper complex at physiological pH
VL  - 48
IS  - 18
SP  - 6061
EP  - 6070
DO  - 10.1039/c8dt04724c
ER  - 

@article{
author = "Dimitrijević, Milena S. and Bogdanović-Pristov, Jelena and Žižić, Milan and Stanković, Dalibor M. and Bajuk-Bogdanović, Danica V. and Stanić, Marina and Spasić, Snežana D. and Hagen, Wilfred and Spasojević, Ivan",
year = "2019",
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 Cu2+ 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 Cu2+, so the complex is formally composed either of BV radical cation and Cu1+ or of BV radical anion and Cu3+. The complex underwent oxidation only in the presence of both O2 and an excess of Cu2+, 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.",
journal = "Dalton Transactions",
title = "Biliverdin-copper complex at physiological pH",
volume = "48",
number = "18",
pages = "6061-6070",
doi = "10.1039/c8dt04724c"
}

Dimitrijević, M. S., Bogdanović-Pristov, J., Žižić, M., Stanković, D. M., Bajuk-Bogdanović, D. V., Stanić, M., Spasić, S. D., Hagen, W.,& Spasojević, I.. (2019). Biliverdin-copper complex at physiological pH. in Dalton Transactions, 48(18), 6061-6070.
https://doi.org/10.1039/c8dt04724c

Dimitrijević MS, Bogdanović-Pristov J, Žižić M, Stanković DM, Bajuk-Bogdanović DV, Stanić M, Spasić SD, Hagen W, Spasojević I. Biliverdin-copper complex at physiological pH. in Dalton Transactions. 2019;48(18):6061-6070.
doi:10.1039/c8dt04724c .

Dimitrijević, Milena S., Bogdanović-Pristov, Jelena, Žižić, Milan, Stanković, Dalibor M., Bajuk-Bogdanović, Danica V., Stanić, Marina, Spasić, Snežana D., Hagen, Wilfred, Spasojević, Ivan, "Biliverdin-copper complex at physiological pH" in Dalton Transactions, 48, no. 18 (2019):6061-6070,
https://doi.org/10.1039/c8dt04724c . .

TY  - JOUR
AU  - Dimitrijević, Milena S.
AU  - Bogdanović-Pristov, Jelena
AU  - Žižić, Milan
AU  - Stanković, Dalibor M.
AU  - Bajuk-Bogdanović, Danica V.
AU  - Stanić, Marina
AU  - Spasić, Snežana D.
AU  - Hagen, Wilfred
AU  - Spasojević, Ivan
PY  - 2019
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/8258
AB  - 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 Cu2+ 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 Cu2+, so the complex is formally composed either of BV radical cation and Cu1+ or of BV radical anion and Cu3+. The complex underwent oxidation only in the presence of both O2 and an excess of Cu2+, 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.
T2  - Dalton Transactions
T1  - Biliverdin-copper complex at physiological pH
VL  - 48
IS  - 18
SP  - 6061
EP  - 6070
DO  - 10.1039/c8dt04724c
ER  - 

@article{
author = "Dimitrijević, Milena S. and Bogdanović-Pristov, Jelena and Žižić, Milan and Stanković, Dalibor M. and Bajuk-Bogdanović, Danica V. and Stanić, Marina and Spasić, Snežana D. and Hagen, Wilfred and Spasojević, Ivan",
year = "2019",
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 Cu2+ 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 Cu2+, so the complex is formally composed either of BV radical cation and Cu1+ or of BV radical anion and Cu3+. The complex underwent oxidation only in the presence of both O2 and an excess of Cu2+, 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.",
journal = "Dalton Transactions",
title = "Biliverdin-copper complex at physiological pH",
volume = "48",
number = "18",
pages = "6061-6070",
doi = "10.1039/c8dt04724c"
}

Dimitrijević, M. S., Bogdanović-Pristov, J., Žižić, M., Stanković, D. M., Bajuk-Bogdanović, D. V., Stanić, M., Spasić, S. D., Hagen, W.,& Spasojević, I.. (2019). Biliverdin-copper complex at physiological pH. in Dalton Transactions, 48(18), 6061-6070.
https://doi.org/10.1039/c8dt04724c

Dimitrijević MS, Bogdanović-Pristov J, Žižić M, Stanković DM, Bajuk-Bogdanović DV, Stanić M, Spasić SD, Hagen W, Spasojević I. Biliverdin-copper complex at physiological pH. in Dalton Transactions. 2019;48(18):6061-6070.
doi:10.1039/c8dt04724c .

Dimitrijević, Milena S., Bogdanović-Pristov, Jelena, Žižić, Milan, Stanković, Dalibor M., Bajuk-Bogdanović, Danica V., Stanić, Marina, Spasić, Snežana D., Hagen, Wilfred, Spasojević, Ivan, "Biliverdin-copper complex at physiological pH" in Dalton Transactions, 48, no. 18 (2019):6061-6070,
https://doi.org/10.1039/c8dt04724c . .