Oxidation of 1,4-dihydropyridines catalyzed by recombinant bacterial laccase expressed in E. coli
Oksidacija 1,4-dihidropiridina katalizovana rekombinantnom bakterijskom lakazom eksprimiranom u E. coli
Abstract
Laccases are a versatile class of enzymes with applications ranging from waste valorization to organic synthesis. We have tested whole-cell systems containing bacterial laccase as catalysts in the oxidation of 1,4-dihydropyridines. E. coli was used as the expression host for the cotA gene from Bacillus licheniformis, and the resulting whole-cell catalyst facilitated the oxidation of 1,4-dihydropyridines. It was found that multicopper oxidase CueO from the E. coli expression host also possesses catalytic activity in the oxidation of 1,4-dihydropyridines. The whole-cell biocatalyst expressing Bacillus licheniformis laccase was subsequently immobilized on bacterial nanocellulose and utilized in the same transformation, retaining 37 % of its original activity after three consecutive catalytic runs. This is the first report of a whole-cell catalytic system containing recombinant laccase for the oxidation of 1,4-dihydropyridines.
Lakaze predstavljalju raznoliku klasu enzima koja nalazi primenu od valorizacije otpada do organske sinteze. U ovom istraživanju ispitivane su cele ćelije koje sadrže bakterijsku lakazu kao katalizator u oksidaciji 1,4-dihidropiridina. Ekspresija cotA gena iz Bacillus licheniformis je izvršena u ćelijama E. coli i za nastali biokatalizator je ustanovljeno da ubrzava oksidaciju 1,4-dihidropiridina. Pored toga, ustanovljeno je da „multicopper“ oksidaza CueO iz E. coli takođe poseduje aktivnost prema oksidaciji 1,4-dihidropiridina. Ekspresioni sistem koji sadrži lakazu iz bakterije Bacillus licheniformis zatim je imobilizovan na bakterijskoj nanocelulozi i upotrebljen je kao katalizator u istoj transformaciji. Takav katalizator je bilo moguće ponovo upotrebiti tri puta, nakon čega je njegova aktivnost iznosila 37 % od početne. Navedeno istraživanje predstavlja prvu primenu celih ćelija sa rekombinantnom lakazom u oksidaciji 1,4-dihidropiridina.
Keywords:
Laccases / catalysts / oxidation of 1,4-dihydropyridinesSource:
56th Meeting of the Serbian chemical Society - Book of Abstracts / 56. Savetovanje Srpskog hemijskog društva - Kratki izvodi radova, Niš 7-8.9. 2019., 2019, 88-Publisher:
- Serbian Chemical Society, Belgrade / Srpsko hemijsko društvo, Beograd
Funding / projects:
- The synthesis of aminoquinoline-based antimalarials and botulinum neurotoxin A inhibitors (RS-MESTD-Basic Research (BR or ON)-172008)
Collections
Institution/Community
IHTMTY - CONF AU - Simić, Stefan AU - Božić, Nataša AU - Đokić, Lidija AU - Nikodinović-Runić, Jasmina AU - Opsenica, Igor PY - 2019 UR - https://www.shd.org.rs/index.php/abstracts-56 UR - https://cer.ihtm.bg.ac.rs/handle/123456789/3302 AB - Laccases are a versatile class of enzymes with applications ranging from waste valorization to organic synthesis. We have tested whole-cell systems containing bacterial laccase as catalysts in the oxidation of 1,4-dihydropyridines. E. coli was used as the expression host for the cotA gene from Bacillus licheniformis, and the resulting whole-cell catalyst facilitated the oxidation of 1,4-dihydropyridines. It was found that multicopper oxidase CueO from the E. coli expression host also possesses catalytic activity in the oxidation of 1,4-dihydropyridines. The whole-cell biocatalyst expressing Bacillus licheniformis laccase was subsequently immobilized on bacterial nanocellulose and utilized in the same transformation, retaining 37 % of its original activity after three consecutive catalytic runs. This is the first report of a whole-cell catalytic system containing recombinant laccase for the oxidation of 1,4-dihydropyridines. AB - Lakaze predstavljalju raznoliku klasu enzima koja nalazi primenu od valorizacije otpada do organske sinteze. U ovom istraživanju ispitivane su cele ćelije koje sadrže bakterijsku lakazu kao katalizator u oksidaciji 1,4-dihidropiridina. Ekspresija cotA gena iz Bacillus licheniformis je izvršena u ćelijama E. coli i za nastali biokatalizator je ustanovljeno da ubrzava oksidaciju 1,4-dihidropiridina. Pored toga, ustanovljeno je da „multicopper“ oksidaza CueO iz E. coli takođe poseduje aktivnost prema oksidaciji 1,4-dihidropiridina. Ekspresioni sistem koji sadrži lakazu iz bakterije Bacillus licheniformis zatim je imobilizovan na bakterijskoj nanocelulozi i upotrebljen je kao katalizator u istoj transformaciji. Takav katalizator je bilo moguće ponovo upotrebiti tri puta, nakon čega je njegova aktivnost iznosila 37 % od početne. Navedeno istraživanje predstavlja prvu primenu celih ćelija sa rekombinantnom lakazom u oksidaciji 1,4-dihidropiridina. PB - Serbian Chemical Society, Belgrade / Srpsko hemijsko društvo, Beograd C3 - 56th Meeting of the Serbian chemical Society - Book of Abstracts / 56. Savetovanje Srpskog hemijskog društva - Kratki izvodi radova, Niš 7-8.9. 2019. T1 - Oxidation of 1,4-dihydropyridines catalyzed by recombinant bacterial laccase expressed in E. coli T1 - Oksidacija 1,4-dihidropiridina katalizovana rekombinantnom bakterijskom lakazom eksprimiranom u E. coli SP - 88 UR - https://hdl.handle.net/21.15107/rcub_cer_3302 ER -
@conference{ author = "Simić, Stefan and Božić, Nataša and Đokić, Lidija and Nikodinović-Runić, Jasmina and Opsenica, Igor", year = "2019", abstract = "Laccases are a versatile class of enzymes with applications ranging from waste valorization to organic synthesis. We have tested whole-cell systems containing bacterial laccase as catalysts in the oxidation of 1,4-dihydropyridines. E. coli was used as the expression host for the cotA gene from Bacillus licheniformis, and the resulting whole-cell catalyst facilitated the oxidation of 1,4-dihydropyridines. It was found that multicopper oxidase CueO from the E. coli expression host also possesses catalytic activity in the oxidation of 1,4-dihydropyridines. The whole-cell biocatalyst expressing Bacillus licheniformis laccase was subsequently immobilized on bacterial nanocellulose and utilized in the same transformation, retaining 37 % of its original activity after three consecutive catalytic runs. This is the first report of a whole-cell catalytic system containing recombinant laccase for the oxidation of 1,4-dihydropyridines., Lakaze predstavljalju raznoliku klasu enzima koja nalazi primenu od valorizacije otpada do organske sinteze. U ovom istraživanju ispitivane su cele ćelije koje sadrže bakterijsku lakazu kao katalizator u oksidaciji 1,4-dihidropiridina. Ekspresija cotA gena iz Bacillus licheniformis je izvršena u ćelijama E. coli i za nastali biokatalizator je ustanovljeno da ubrzava oksidaciju 1,4-dihidropiridina. Pored toga, ustanovljeno je da „multicopper“ oksidaza CueO iz E. coli takođe poseduje aktivnost prema oksidaciji 1,4-dihidropiridina. Ekspresioni sistem koji sadrži lakazu iz bakterije Bacillus licheniformis zatim je imobilizovan na bakterijskoj nanocelulozi i upotrebljen je kao katalizator u istoj transformaciji. Takav katalizator je bilo moguće ponovo upotrebiti tri puta, nakon čega je njegova aktivnost iznosila 37 % od početne. Navedeno istraživanje predstavlja prvu primenu celih ćelija sa rekombinantnom lakazom u oksidaciji 1,4-dihidropiridina.", publisher = "Serbian Chemical Society, Belgrade / Srpsko hemijsko društvo, Beograd", journal = "56th Meeting of the Serbian chemical Society - Book of Abstracts / 56. Savetovanje Srpskog hemijskog društva - Kratki izvodi radova, Niš 7-8.9. 2019.", title = "Oxidation of 1,4-dihydropyridines catalyzed by recombinant bacterial laccase expressed in E. coli, Oksidacija 1,4-dihidropiridina katalizovana rekombinantnom bakterijskom lakazom eksprimiranom u E. coli", pages = "88", url = "https://hdl.handle.net/21.15107/rcub_cer_3302" }
Simić, S., Božić, N., Đokić, L., Nikodinović-Runić, J.,& Opsenica, I.. (2019). Oxidation of 1,4-dihydropyridines catalyzed by recombinant bacterial laccase expressed in E. coli. in 56th Meeting of the Serbian chemical Society - Book of Abstracts / 56. Savetovanje Srpskog hemijskog društva - Kratki izvodi radova, Niš 7-8.9. 2019. Serbian Chemical Society, Belgrade / Srpsko hemijsko društvo, Beograd., 88. https://hdl.handle.net/21.15107/rcub_cer_3302
Simić S, Božić N, Đokić L, Nikodinović-Runić J, Opsenica I. Oxidation of 1,4-dihydropyridines catalyzed by recombinant bacterial laccase expressed in E. coli. in 56th Meeting of the Serbian chemical Society - Book of Abstracts / 56. Savetovanje Srpskog hemijskog društva - Kratki izvodi radova, Niš 7-8.9. 2019.. 2019;:88. https://hdl.handle.net/21.15107/rcub_cer_3302 .
Simić, Stefan, Božić, Nataša, Đokić, Lidija, Nikodinović-Runić, Jasmina, Opsenica, Igor, "Oxidation of 1,4-dihydropyridines catalyzed by recombinant bacterial laccase expressed in E. coli" in 56th Meeting of the Serbian chemical Society - Book of Abstracts / 56. Savetovanje Srpskog hemijskog društva - Kratki izvodi radova, Niš 7-8.9. 2019. (2019):88, https://hdl.handle.net/21.15107/rcub_cer_3302 .