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Serbian Research Fund

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Ligand field regulation of manganese redox potential in MnSODs

Niketić, Svetozar; Niketić, Vesna; Stojanović, Srđan; Spasić, Mihajlo

(Association of Greek Chemists, 1999)

TY  - CONF
AU  - Niketić, Svetozar
AU  - Niketić, Vesna
AU  - Stojanović, Srđan
AU  - Spasić, Mihajlo
PY  - 1999
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/6538
AB  - Ligand field analysis (in the AOM formalism) of Mn(ll, lll) in seven Mn SOD structures reported in the Brookhaven PDB show non-negligible differences in d-orbital energies. The results are equally affected by the azimuthal deformations of the coordination polyhedron, as well as by the orientations of the His imidazole rings with respect to the Mn-N bonds or of the Asp C700 fragment with resepct to the Mn-O bond, since both N and O ligators are behaving as anisotropic pi acceptors and donors, respectively. The orbital energies were used to gauge the ability of manganese to gain or loose an electron in an attempt to predict changes in the redox potential and to correlate these predictions with the data on the kinetics of dismutation recations. The resuls are used to explain our recent observation that E. coli Mn SOD exposed to nitric oxide (NO) in vitro catalyzes its dismutation.
PB  - Association of Greek Chemists
C3  - Book of abstracts - 5th International Symposium on Applied Bioinorganic Chemistry (5ISABC), Corfu, Greece
T1  - Ligand field regulation of manganese redox potential in MnSODs
SP  - 52
EP  - 52
UR  - https://hdl.handle.net/21.15107/rcub_cer_6538
ER  - 
@conference{
author = "Niketić, Svetozar and Niketić, Vesna and Stojanović, Srđan and Spasić, Mihajlo",
year = "1999",
abstract = "Ligand field analysis (in the AOM formalism) of Mn(ll, lll) in seven Mn SOD structures reported in the Brookhaven PDB show non-negligible differences in d-orbital energies. The results are equally affected by the azimuthal deformations of the coordination polyhedron, as well as by the orientations of the His imidazole rings with respect to the Mn-N bonds or of the Asp C700 fragment with resepct to the Mn-O bond, since both N and O ligators are behaving as anisotropic pi acceptors and donors, respectively. The orbital energies were used to gauge the ability of manganese to gain or loose an electron in an attempt to predict changes in the redox potential and to correlate these predictions with the data on the kinetics of dismutation recations. The resuls are used to explain our recent observation that E. coli Mn SOD exposed to nitric oxide (NO) in vitro catalyzes its dismutation.",
publisher = "Association of Greek Chemists",
journal = "Book of abstracts - 5th International Symposium on Applied Bioinorganic Chemistry (5ISABC), Corfu, Greece",
title = "Ligand field regulation of manganese redox potential in MnSODs",
pages = "52-52",
url = "https://hdl.handle.net/21.15107/rcub_cer_6538"
}
Niketić, S., Niketić, V., Stojanović, S.,& Spasić, M.. (1999). Ligand field regulation of manganese redox potential in MnSODs. in Book of abstracts - 5th International Symposium on Applied Bioinorganic Chemistry (5ISABC), Corfu, Greece
Association of Greek Chemists., 52-52.
https://hdl.handle.net/21.15107/rcub_cer_6538
Niketić S, Niketić V, Stojanović S, Spasić M. Ligand field regulation of manganese redox potential in MnSODs. in Book of abstracts - 5th International Symposium on Applied Bioinorganic Chemistry (5ISABC), Corfu, Greece. 1999;:52-52.
https://hdl.handle.net/21.15107/rcub_cer_6538 .
Niketić, Svetozar, Niketić, Vesna, Stojanović, Srđan, Spasić, Mihajlo, "Ligand field regulation of manganese redox potential in MnSODs" in Book of abstracts - 5th International Symposium on Applied Bioinorganic Chemistry (5ISABC), Corfu, Greece (1999):52-52,
https://hdl.handle.net/21.15107/rcub_cer_6538 .

Photochemically induced mercuric oxide - iodine oxidation of some unsaturated steroid compounds

Dabović, Milan; Bjelaković, Mira; Andrejević, V.; Lorenc, Ljubinka; Mihailović, Milhailo Lj.

(Pergamon, 1994)

TY  - JOUR
AU  - Dabović, Milan
AU  - Bjelaković, Mira
AU  - Andrejević, V.
AU  - Lorenc, Ljubinka
AU  - Mihailović, Milhailo Lj.
PY  - 1994
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/2697
AB  - Photochemically induced HgO/I2 oxidation of cholest-5-en-3α-ol (6) and cholest-5-en-3β-ol (7) afforded (Scheme 3) products arising from the corresponding alkoxy radicals (12, 13 and 14a,b) and from attack of the I2O intermediate at the olefinic double bond (epoxides 15a and 16a,b respectively). With cholest-5-ene-1α,3β-diol 3-acetate (8) and cholest-7-ene-3β,5α-diol 3-acetate (9) the HgO/I2 oxidation led to unresolvable complex mixtures (Scheme 5). With the same reagent cholest-5-en-3α-ol acetate (10) and cholest-5-en-3β-ol acetate (11) underwent exclusively attack by I2O, to give epoxides 20a,b, iodohydrin 21, and rearranged products 19 and 22 (Scheme 7), in the case of 10, and predominantly epoxides 23a,b (Scheme 8), in the case of 11. © 1994.
PB  - Pergamon
T2  - Tetrahedron
T1  - Photochemically induced mercuric oxide - iodine oxidation of some unsaturated steroid compounds
VL  - 50
IS  - 6
SP  - 1833
EP  - 1846
DO  - 10.1016/S0040-4020(01)80855-3
ER  - 
@article{
author = "Dabović, Milan and Bjelaković, Mira and Andrejević, V. and Lorenc, Ljubinka and Mihailović, Milhailo Lj.",
year = "1994",
abstract = "Photochemically induced HgO/I2 oxidation of cholest-5-en-3α-ol (6) and cholest-5-en-3β-ol (7) afforded (Scheme 3) products arising from the corresponding alkoxy radicals (12, 13 and 14a,b) and from attack of the I2O intermediate at the olefinic double bond (epoxides 15a and 16a,b respectively). With cholest-5-ene-1α,3β-diol 3-acetate (8) and cholest-7-ene-3β,5α-diol 3-acetate (9) the HgO/I2 oxidation led to unresolvable complex mixtures (Scheme 5). With the same reagent cholest-5-en-3α-ol acetate (10) and cholest-5-en-3β-ol acetate (11) underwent exclusively attack by I2O, to give epoxides 20a,b, iodohydrin 21, and rearranged products 19 and 22 (Scheme 7), in the case of 10, and predominantly epoxides 23a,b (Scheme 8), in the case of 11. © 1994.",
publisher = "Pergamon",
journal = "Tetrahedron",
title = "Photochemically induced mercuric oxide - iodine oxidation of some unsaturated steroid compounds",
volume = "50",
number = "6",
pages = "1833-1846",
doi = "10.1016/S0040-4020(01)80855-3"
}
Dabović, M., Bjelaković, M., Andrejević, V., Lorenc, L.,& Mihailović, M. Lj.. (1994). Photochemically induced mercuric oxide - iodine oxidation of some unsaturated steroid compounds. in Tetrahedron
Pergamon., 50(6), 1833-1846.
https://doi.org/10.1016/S0040-4020(01)80855-3
Dabović M, Bjelaković M, Andrejević V, Lorenc L, Mihailović ML. Photochemically induced mercuric oxide - iodine oxidation of some unsaturated steroid compounds. in Tetrahedron. 1994;50(6):1833-1846.
doi:10.1016/S0040-4020(01)80855-3 .
Dabović, Milan, Bjelaković, Mira, Andrejević, V., Lorenc, Ljubinka, Mihailović, Milhailo Lj., "Photochemically induced mercuric oxide - iodine oxidation of some unsaturated steroid compounds" in Tetrahedron, 50, no. 6 (1994):1833-1846,
https://doi.org/10.1016/S0040-4020(01)80855-3 . .
4
5

Crystal Structure and Solid State Conformation of 5‐Hydroxy‐8,9‐Dioxo‐8,9‐Seco‐α‐Cholestan‐3β‐yl Acetate

Tinant, Bernard; Declercq, J P; Dabović, Milan; Krstić, Natalija; Lorenc, Ljubinka; Mihailović, Milhailo Lj.

(Comltb van Beheer van het Bulletin V.Z.W., 1993)

TY  - JOUR
AU  - Tinant, Bernard
AU  - Declercq, J P
AU  - Dabović, Milan
AU  - Krstić, Natalija
AU  - Lorenc, Ljubinka
AU  - Mihailović, Milhailo Lj.
PY  - 1993
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/2704
AB  - The molecular structure of the title compound, which might be a possible intermediate in the synthesis of 5,10:8,9‐diseco‐steroids (=steroklastanes), was determined by X‐ray analysis. Hydrogen bonding between the 5α‐hydroxyl group and the 9‐oxo function attached to the ten‐membered ring, and the presence of two conformational forms of the side‐chain in the solid state structure of 2 are established. Copyright © 1993 Wiley‐VCH Verlag GmbH & Co. KGaA, Weinheim
PB  - Comltb van Beheer van het Bulletin V.Z.W.
T2  - Bulletin des Sociétés Chimiques Belges
T1  - Crystal Structure and Solid State Conformation of 5‐Hydroxy‐8,9‐Dioxo‐8,9‐Seco‐α‐Cholestan‐3β‐yl Acetate
VL  - 102
IS  - 8
SP  - 539
EP  - 544
DO  - 10.1002/bscb.19931020806
ER  - 
@article{
author = "Tinant, Bernard and Declercq, J P and Dabović, Milan and Krstić, Natalija and Lorenc, Ljubinka and Mihailović, Milhailo Lj.",
year = "1993",
abstract = "The molecular structure of the title compound, which might be a possible intermediate in the synthesis of 5,10:8,9‐diseco‐steroids (=steroklastanes), was determined by X‐ray analysis. Hydrogen bonding between the 5α‐hydroxyl group and the 9‐oxo function attached to the ten‐membered ring, and the presence of two conformational forms of the side‐chain in the solid state structure of 2 are established. Copyright © 1993 Wiley‐VCH Verlag GmbH & Co. KGaA, Weinheim",
publisher = "Comltb van Beheer van het Bulletin V.Z.W.",
journal = "Bulletin des Sociétés Chimiques Belges",
title = "Crystal Structure and Solid State Conformation of 5‐Hydroxy‐8,9‐Dioxo‐8,9‐Seco‐α‐Cholestan‐3β‐yl Acetate",
volume = "102",
number = "8",
pages = "539-544",
doi = "10.1002/bscb.19931020806"
}
Tinant, B., Declercq, J. P., Dabović, M., Krstić, N., Lorenc, L.,& Mihailović, M. Lj.. (1993). Crystal Structure and Solid State Conformation of 5‐Hydroxy‐8,9‐Dioxo‐8,9‐Seco‐α‐Cholestan‐3β‐yl Acetate. in Bulletin des Sociétés Chimiques Belges
Comltb van Beheer van het Bulletin V.Z.W.., 102(8), 539-544.
https://doi.org/10.1002/bscb.19931020806
Tinant B, Declercq JP, Dabović M, Krstić N, Lorenc L, Mihailović ML. Crystal Structure and Solid State Conformation of 5‐Hydroxy‐8,9‐Dioxo‐8,9‐Seco‐α‐Cholestan‐3β‐yl Acetate. in Bulletin des Sociétés Chimiques Belges. 1993;102(8):539-544.
doi:10.1002/bscb.19931020806 .
Tinant, Bernard, Declercq, J P, Dabović, Milan, Krstić, Natalija, Lorenc, Ljubinka, Mihailović, Milhailo Lj., "Crystal Structure and Solid State Conformation of 5‐Hydroxy‐8,9‐Dioxo‐8,9‐Seco‐α‐Cholestan‐3β‐yl Acetate" in Bulletin des Sociétés Chimiques Belges, 102, no. 8 (1993):539-544,
https://doi.org/10.1002/bscb.19931020806 . .
1
1

Circular dichroism of some cyclopropane ring containing 1,3-cyclo-5,10-seco-steroidal ketones

Lorenc, Ljubinka; Dabović, Milan; Juranić, Ivan; Mihailović, Milhailo Lj.; Snatzke, G; Tóth, G

(Elsevier, 1982)

TY  - JOUR
AU  - Lorenc, Ljubinka
AU  - Dabović, Milan
AU  - Juranić, Ivan
AU  - Mihailović, Milhailo Lj.
AU  - Snatzke, G
AU  - Tóth, G
PY  - 1982
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/2696
AB  - Circular dichroism of the rearranged keto steroids 3 and 4, containing a condensed three and nine-membered ring system, shows that the conformation of the nine-membered ring is the same in solution as in the crystal; reduction of the kto group does not change this situation. CD also indicates that epimerization at C(5) in the pair 7 8 and the pair 11 12 leaves the cyclononanone ring conformation unchanged. © 1982.
PB  - Elsevier
T2  - Tetrahedron
T1  - Circular dichroism of some cyclopropane ring containing 1,3-cyclo-5,10-seco-steroidal ketones
VL  - 38
IS  - 21
SP  - 3163
EP  - 3168
DO  - 10.1016/0040-4020(82)80053-7
ER  - 
@article{
author = "Lorenc, Ljubinka and Dabović, Milan and Juranić, Ivan and Mihailović, Milhailo Lj. and Snatzke, G and Tóth, G",
year = "1982",
abstract = "Circular dichroism of the rearranged keto steroids 3 and 4, containing a condensed three and nine-membered ring system, shows that the conformation of the nine-membered ring is the same in solution as in the crystal; reduction of the kto group does not change this situation. CD also indicates that epimerization at C(5) in the pair 7 8 and the pair 11 12 leaves the cyclononanone ring conformation unchanged. © 1982.",
publisher = "Elsevier",
journal = "Tetrahedron",
title = "Circular dichroism of some cyclopropane ring containing 1,3-cyclo-5,10-seco-steroidal ketones",
volume = "38",
number = "21",
pages = "3163-3168",
doi = "10.1016/0040-4020(82)80053-7"
}
Lorenc, L., Dabović, M., Juranić, I., Mihailović, M. Lj., Snatzke, G.,& Tóth, G.. (1982). Circular dichroism of some cyclopropane ring containing 1,3-cyclo-5,10-seco-steroidal ketones. in Tetrahedron
Elsevier., 38(21), 3163-3168.
https://doi.org/10.1016/0040-4020(82)80053-7
Lorenc L, Dabović M, Juranić I, Mihailović ML, Snatzke G, Tóth G. Circular dichroism of some cyclopropane ring containing 1,3-cyclo-5,10-seco-steroidal ketones. in Tetrahedron. 1982;38(21):3163-3168.
doi:10.1016/0040-4020(82)80053-7 .
Lorenc, Ljubinka, Dabović, Milan, Juranić, Ivan, Mihailović, Milhailo Lj., Snatzke, G, Tóth, G, "Circular dichroism of some cyclopropane ring containing 1,3-cyclo-5,10-seco-steroidal ketones" in Tetrahedron, 38, no. 21 (1982):3163-3168,
https://doi.org/10.1016/0040-4020(82)80053-7 . .
1
1

X-ray and carbon-13 nuclear magnetic resonance characterization of cyclopropane derivatives obtained by solvolysis of (E)-3α- and (E)-3β-hydroxy-5,10-seco-1(10)-cholesten-5-one tosylates

Mihailović, Milhailo Lj.; Lorenc, Ljubinka; Dabović, Milan; Juranić, Ivan; Wenkert, E.; Bernassau, J.-M.; Raju, M S; McPhail, A T; Miller, R W

(Pergamon Press, 1979)

TY  - JOUR
AU  - Mihailović, Milhailo Lj.
AU  - Lorenc, Ljubinka
AU  - Dabović, Milan
AU  - Juranić, Ivan
AU  - Wenkert, E.
AU  - Bernassau, J.-M.
AU  - Raju, M S
AU  - McPhail, A T
AU  - Miller, R W
PY  - 1979
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/2703
AB  - The stereochemistries and conformations of the cyclopropane ring containing compounds derived from (E-3α- and (E)-3β-hydroxy-5,10-seco-1(10)-cholesten-5-one tosylates have been determined by X-ray methods and the results correlated with 13C nmr chemical shift data. © 1979.
PB  - Pergamon Press
T2  - Tetrahedron Letters
T1  - X-ray and carbon-13 nuclear magnetic resonance characterization of cyclopropane derivatives obtained by solvolysis of (E)-3α- and (E)-3β-hydroxy-5,10-seco-1(10)-cholesten-5-one tosylates
VL  - 20
IS  - 51
SP  - 4917
EP  - 4920
DO  - 10.1016/S0040-4039(01)86749-6
ER  - 
@article{
author = "Mihailović, Milhailo Lj. and Lorenc, Ljubinka and Dabović, Milan and Juranić, Ivan and Wenkert, E. and Bernassau, J.-M. and Raju, M S and McPhail, A T and Miller, R W",
year = "1979",
abstract = "The stereochemistries and conformations of the cyclopropane ring containing compounds derived from (E-3α- and (E)-3β-hydroxy-5,10-seco-1(10)-cholesten-5-one tosylates have been determined by X-ray methods and the results correlated with 13C nmr chemical shift data. © 1979.",
publisher = "Pergamon Press",
journal = "Tetrahedron Letters",
title = "X-ray and carbon-13 nuclear magnetic resonance characterization of cyclopropane derivatives obtained by solvolysis of (E)-3α- and (E)-3β-hydroxy-5,10-seco-1(10)-cholesten-5-one tosylates",
volume = "20",
number = "51",
pages = "4917-4920",
doi = "10.1016/S0040-4039(01)86749-6"
}
Mihailović, M. Lj., Lorenc, L., Dabović, M., Juranić, I., Wenkert, E., Bernassau, J.-M., Raju, M. S., McPhail, A. T.,& Miller, R. W.. (1979). X-ray and carbon-13 nuclear magnetic resonance characterization of cyclopropane derivatives obtained by solvolysis of (E)-3α- and (E)-3β-hydroxy-5,10-seco-1(10)-cholesten-5-one tosylates. in Tetrahedron Letters
Pergamon Press., 20(51), 4917-4920.
https://doi.org/10.1016/S0040-4039(01)86749-6
Mihailović ML, Lorenc L, Dabović M, Juranić I, Wenkert E, Bernassau J, Raju MS, McPhail AT, Miller RW. X-ray and carbon-13 nuclear magnetic resonance characterization of cyclopropane derivatives obtained by solvolysis of (E)-3α- and (E)-3β-hydroxy-5,10-seco-1(10)-cholesten-5-one tosylates. in Tetrahedron Letters. 1979;20(51):4917-4920.
doi:10.1016/S0040-4039(01)86749-6 .
Mihailović, Milhailo Lj., Lorenc, Ljubinka, Dabović, Milan, Juranić, Ivan, Wenkert, E., Bernassau, J.-M., Raju, M S, McPhail, A T, Miller, R W, "X-ray and carbon-13 nuclear magnetic resonance characterization of cyclopropane derivatives obtained by solvolysis of (E)-3α- and (E)-3β-hydroxy-5,10-seco-1(10)-cholesten-5-one tosylates" in Tetrahedron Letters, 20, no. 51 (1979):4917-4920,
https://doi.org/10.1016/S0040-4039(01)86749-6 . .
1
4

Homoallylic interaction in steroidal cyclodecenyl systems

Lorenc, Ljubinka; Gašić, Miroslav J.; Juranić, Ivan; Dabović, Milan; Mihailović, Milhailo Lj.

(Pergamon Press, 1974)

TY  - JOUR
AU  - Lorenc, Ljubinka
AU  - Gašić, Miroslav J.
AU  - Juranić, Ivan
AU  - Dabović, Milan
AU  - Mihailović, Milhailo Lj.
PY  - 1974
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/2702
PB  - Pergamon Press
T2  - Tetrahedron Letters
T1  - Homoallylic interaction in steroidal cyclodecenyl systems
VL  - 15
IS  - 5
SP  - 395
EP  - 398
DO  - 10.1016/S0040-4039(01)82223-1
ER  - 
@article{
author = "Lorenc, Ljubinka and Gašić, Miroslav J. and Juranić, Ivan and Dabović, Milan and Mihailović, Milhailo Lj.",
year = "1974",
publisher = "Pergamon Press",
journal = "Tetrahedron Letters",
title = "Homoallylic interaction in steroidal cyclodecenyl systems",
volume = "15",
number = "5",
pages = "395-398",
doi = "10.1016/S0040-4039(01)82223-1"
}
Lorenc, L., Gašić, M. J., Juranić, I., Dabović, M.,& Mihailović, M. Lj.. (1974). Homoallylic interaction in steroidal cyclodecenyl systems. in Tetrahedron Letters
Pergamon Press., 15(5), 395-398.
https://doi.org/10.1016/S0040-4039(01)82223-1
Lorenc L, Gašić MJ, Juranić I, Dabović M, Mihailović ML. Homoallylic interaction in steroidal cyclodecenyl systems. in Tetrahedron Letters. 1974;15(5):395-398.
doi:10.1016/S0040-4039(01)82223-1 .
Lorenc, Ljubinka, Gašić, Miroslav J., Juranić, Ivan, Dabović, Milan, Mihailović, Milhailo Lj., "Homoallylic interaction in steroidal cyclodecenyl systems" in Tetrahedron Letters, 15, no. 5 (1974):395-398,
https://doi.org/10.1016/S0040-4039(01)82223-1 . .
4
5