Project MESTD, br. 1586

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Project MESTD, br. 1586

Authors

Publications

Protein covalent modification of biologically active quinones

Sladić, Dušan; Novaković, Irena; Vujčić, Zoran; Božić, Tatjana T.; Božić, Nataša; Milić, Dragana; Šolaja, Bogdan; Gašić, Miroslav J.

(Serbian Chemical Society, 2004)

TY  - JOUR
AU  - Sladić, Dušan
AU  - Novaković, Irena
AU  - Vujčić, Zoran
AU  - Božić, Tatjana T.
AU  - Božić, Nataša
AU  - Milić, Dragana
AU  - Šolaja, Bogdan
AU  - Gašić, Miroslav J.
PY  - 2004
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/138
AB  - The avarone/avarol quinone/hydroquinone couple shows considerable antitumor activity. In this work, covalent modification of β-lactoglobulin by avarone and its derivatives as well as by the synthetic steroidal quinone 2,5(10)-estradiene- 1,4,17-trione and its derivatives were studied. The techniques for studying chemical modification of β-lactoglobulin by quinones were: UV/Vis spectrophotometry, SDS PAGE and isoelectrofocusing. SDS PAGE results suggest that polymerization of the protein occurs. It could be seen that the protein of 18 kD gives the bands of 20 kD, 36 kD, 40 kD, 45 kD, 64 kD and 128 kD depending on modification agent. The shift of the pI of the protein (5.4) upon modification toward lower values (from pI 5.0 to 5.3) indicated that lysine amino groups are the principal site of the reaction of β-lactoglobulin with the quinones.
AB  - Hinonsko/hidrohinonski par avaron/avarol pokazuje značajnu antitumorsku aktivnost. U ovom radu proučavane su kovalentne modifikacije β-laktoglobulina avaronom, sintetičkim steroidnim hinonom 2,5(10)-estradien-1,4,17-trionom i njihovim derivatima. Tehnike za praćenje hemijske modifikacije bile su: UV/Vis spektrofotometrija, SDS PAGE i izoelektrofokusiranje. Rezultati SDS PAGE ukazuju da se dešava polimerizacija proteina.Može se videti da protein od 18 kD daje trake od 20 kD, 36 kD, 40 kD, 45 kD, 64 kD i 128 kD u zavisnosti od agensa za modifikaciju. Pomeranje pI vrednosti proteina (5,4) nakon modifikacije ka nižim vrednostima (od pI 5,0 do 5,3) pokazuje da su amino-grupe lizina glavna mesta reakcije β-laktoglobulina sa hinonima.
PB  - Serbian Chemical Society
T2  - Journal of the Serbian Chemical Society
T1  - Protein covalent modification of biologically active quinones
T1  - Kovalentne modifikacije proteina biološki aktivnim hinonima
VL  - 69
IS  - 11
SP  - 901
EP  - 907
DO  - 10.2298/JSC0411901S
ER  - 
@article{
author = "Sladić, Dušan and Novaković, Irena and Vujčić, Zoran and Božić, Tatjana T. and Božić, Nataša and Milić, Dragana and Šolaja, Bogdan and Gašić, Miroslav J.",
year = "2004",
abstract = "The avarone/avarol quinone/hydroquinone couple shows considerable antitumor activity. In this work, covalent modification of β-lactoglobulin by avarone and its derivatives as well as by the synthetic steroidal quinone 2,5(10)-estradiene- 1,4,17-trione and its derivatives were studied. The techniques for studying chemical modification of β-lactoglobulin by quinones were: UV/Vis spectrophotometry, SDS PAGE and isoelectrofocusing. SDS PAGE results suggest that polymerization of the protein occurs. It could be seen that the protein of 18 kD gives the bands of 20 kD, 36 kD, 40 kD, 45 kD, 64 kD and 128 kD depending on modification agent. The shift of the pI of the protein (5.4) upon modification toward lower values (from pI 5.0 to 5.3) indicated that lysine amino groups are the principal site of the reaction of β-lactoglobulin with the quinones., Hinonsko/hidrohinonski par avaron/avarol pokazuje značajnu antitumorsku aktivnost. U ovom radu proučavane su kovalentne modifikacije β-laktoglobulina avaronom, sintetičkim steroidnim hinonom 2,5(10)-estradien-1,4,17-trionom i njihovim derivatima. Tehnike za praćenje hemijske modifikacije bile su: UV/Vis spektrofotometrija, SDS PAGE i izoelektrofokusiranje. Rezultati SDS PAGE ukazuju da se dešava polimerizacija proteina.Može se videti da protein od 18 kD daje trake od 20 kD, 36 kD, 40 kD, 45 kD, 64 kD i 128 kD u zavisnosti od agensa za modifikaciju. Pomeranje pI vrednosti proteina (5,4) nakon modifikacije ka nižim vrednostima (od pI 5,0 do 5,3) pokazuje da su amino-grupe lizina glavna mesta reakcije β-laktoglobulina sa hinonima.",
publisher = "Serbian Chemical Society",
journal = "Journal of the Serbian Chemical Society",
title = "Protein covalent modification of biologically active quinones, Kovalentne modifikacije proteina biološki aktivnim hinonima",
volume = "69",
number = "11",
pages = "901-907",
doi = "10.2298/JSC0411901S"
}
Sladić, D., Novaković, I., Vujčić, Z., Božić, T. T., Božić, N., Milić, D., Šolaja, B.,& Gašić, M. J.. (2004). Protein covalent modification of biologically active quinones. in Journal of the Serbian Chemical Society
Serbian Chemical Society., 69(11), 901-907.
https://doi.org/10.2298/JSC0411901S
Sladić D, Novaković I, Vujčić Z, Božić TT, Božić N, Milić D, Šolaja B, Gašić MJ. Protein covalent modification of biologically active quinones. in Journal of the Serbian Chemical Society. 2004;69(11):901-907.
doi:10.2298/JSC0411901S .
Sladić, Dušan, Novaković, Irena, Vujčić, Zoran, Božić, Tatjana T., Božić, Nataša, Milić, Dragana, Šolaja, Bogdan, Gašić, Miroslav J., "Protein covalent modification of biologically active quinones" in Journal of the Serbian Chemical Society, 69, no. 11 (2004):901-907,
https://doi.org/10.2298/JSC0411901S . .
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Regioselectivity of conjugate additions to monoalkyl-1,4-benzoquinones

Božić, Tatjana T.; Sladić, Dušan; Zlatović, Mario; Novaković, Irena; Trifunović, Snežana; Gašić, Miroslav J.

(Serbian Chemical Society, 2002)

TY  - JOUR
AU  - Božić, Tatjana T.
AU  - Sladić, Dušan
AU  - Zlatović, Mario
AU  - Novaković, Irena
AU  - Trifunović, Snežana
AU  - Gašić, Miroslav J.
PY  - 2002
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/55
AB  - The regioselectivity of the reaction of conjugate addition of thiols amines, methanol and hydrogen chloride with the monoalkyl-1,4-benzoquinones avarone and 2-tert-butyl- 1,4-benzoquinone was investigated. It was shown that the regioselectivity of the reaction is influenced by the electrophilicity of position 5 in unprotonated 2-alkylquinones, the increased electrophilicity of position 6 in acidic medium, and by the acidity of the intermediate hydroquinones.
AB  - Proučavana je regioselektivnost konjugovane adicije tiola, amina, metanola i hlorovodonika na monoalkil-1,4-benzohinone avaron i 2-tert-butil-1,4-benzohinon. Pokazano je da na regioselektivnost reakcije utiču elektrofilnost položaja 5 neprotonovanih 2-alkil-hinona i povećana elektrofilnost položaja 6 u kiseloj sredini, kao i kiselost intermedijernih hidrohinona.
PB  - Serbian Chemical Society
T2  - Journal of the Serbian Chemical Society
T1  - Regioselectivity of conjugate additions to monoalkyl-1,4-benzoquinones
T1  - Regioselektivnost konjugovane adicijena monoalkil-1,4-benzohinone
VL  - 67
IS  - 8-9
SP  - 547
EP  - 551
DO  - 10.2298/JSC0209547B
ER  - 
@article{
author = "Božić, Tatjana T. and Sladić, Dušan and Zlatović, Mario and Novaković, Irena and Trifunović, Snežana and Gašić, Miroslav J.",
year = "2002",
abstract = "The regioselectivity of the reaction of conjugate addition of thiols amines, methanol and hydrogen chloride with the monoalkyl-1,4-benzoquinones avarone and 2-tert-butyl- 1,4-benzoquinone was investigated. It was shown that the regioselectivity of the reaction is influenced by the electrophilicity of position 5 in unprotonated 2-alkylquinones, the increased electrophilicity of position 6 in acidic medium, and by the acidity of the intermediate hydroquinones., Proučavana je regioselektivnost konjugovane adicije tiola, amina, metanola i hlorovodonika na monoalkil-1,4-benzohinone avaron i 2-tert-butil-1,4-benzohinon. Pokazano je da na regioselektivnost reakcije utiču elektrofilnost položaja 5 neprotonovanih 2-alkil-hinona i povećana elektrofilnost položaja 6 u kiseloj sredini, kao i kiselost intermedijernih hidrohinona.",
publisher = "Serbian Chemical Society",
journal = "Journal of the Serbian Chemical Society",
title = "Regioselectivity of conjugate additions to monoalkyl-1,4-benzoquinones, Regioselektivnost konjugovane adicijena monoalkil-1,4-benzohinone",
volume = "67",
number = "8-9",
pages = "547-551",
doi = "10.2298/JSC0209547B"
}
Božić, T. T., Sladić, D., Zlatović, M., Novaković, I., Trifunović, S.,& Gašić, M. J.. (2002). Regioselectivity of conjugate additions to monoalkyl-1,4-benzoquinones. in Journal of the Serbian Chemical Society
Serbian Chemical Society., 67(8-9), 547-551.
https://doi.org/10.2298/JSC0209547B
Božić TT, Sladić D, Zlatović M, Novaković I, Trifunović S, Gašić MJ. Regioselectivity of conjugate additions to monoalkyl-1,4-benzoquinones. in Journal of the Serbian Chemical Society. 2002;67(8-9):547-551.
doi:10.2298/JSC0209547B .
Božić, Tatjana T., Sladić, Dušan, Zlatović, Mario, Novaković, Irena, Trifunović, Snežana, Gašić, Miroslav J., "Regioselectivity of conjugate additions to monoalkyl-1,4-benzoquinones" in Journal of the Serbian Chemical Society, 67, no. 8-9 (2002):547-551,
https://doi.org/10.2298/JSC0209547B . .
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