Enzymatic synthesis of a vitamin B6 precursor
Enzimska sinteza prekursora vitamina B6
dc.creator | Prlainović, Nevena | |
dc.creator | Bezbradica, Dejan | |
dc.creator | Knežević-Jugović, Zorica | |
dc.creator | Veličković, Dušan | |
dc.creator | Mijin, Dušan | |
dc.date.accessioned | 2021-03-10T12:04:44Z | |
dc.date.available | 2021-03-10T12:04:44Z | |
dc.date.issued | 2013 | |
dc.identifier.issn | 0352-5139 | |
dc.identifier.uri | http://TechnoRep.tmf.bg.ac.rs/handle/123456789/2356 | |
dc.description.abstract | 3-Cyano-4-(ethoxymethyl)-6-methyl-2-pyridone, an important precursor in the synthesis of vitamin B6, is obtained in the addition reaction between 2-cyanoacetamide and 1-ethoxy-2,4-pentanedione catalyzed by lipase from Candida rugosa (triacylglycerol acylhydrolases, EC 3.1.1.3). This work shows new experimental data and mathematical modeling of the lipase-catalyzed synthesis of 3-cyano-4-(ethoxymethyl)-6-methyl-2-pyridone. Kinetic measurements were performed at 50 °C with an enzyme concentration of 1.2 % w/v. The experimental results were fitted with two kinetic models: the ordered bi-ter and ping-pong bi-ter model, and the initial rates of the reaction were found to correlate best with the ping-pong bi-ter mechanism with inhibition by 2-cyanoacetamide. The obtained specificity constants indicated that lipase from C. rugosa had a higher affinity towards 1-ethoxy-2,4-pentanedione compared to 2-cyanoacetamide. | en |
dc.description.abstract | 3-Cijano-4-(etoksimetil)-6-metil-2-piridon je veoma važan prekursor u sintezi vitamina B6. Dobija se u reakciji između molekula 2-cijanoacetamida i 1-etoksi-2,4-pentandiona katalizovanoj lipazom iz Candida rugosa (triacilglicerol-acil-hidrolaza, EC 3.1.1.3). Rezultati ovog rada predstavljaju set novih eksperimentalnih podataka brzine enzimske sinteze 3-cijano-4-(etoksimetil)-6-metil-2-piridona. Matematičkim modelovanjem ovih podataka dobijeni su podaci o kinetici ispitane reakcije. Kinetička merenja vršena su na temperaturi od 50 °C pri koncentraciji enzima od 1,2 % m/v. Dobijeni rezultati fitovani su sa dva različita matematička modela (ping-pong model sa inhibicijom 2-cijanoacetamidom i sekvencijalni model sa pravilnim redosledom vezivanja sa inhibicijom 2-cijanoacetamidom). Vrednosti koeficijenata linearnosti pokazuju da se početne brzine reakcije pri različitim početnim koncentracijama supstrata najbolje mogu opisati ping-pong bi-ter modelom pri čemu postoji inhibicija 2-cijanoacetamidom. U radu je dat i grafički prikaz ping-pong modela. Dobijene konstante specifičnosti ukazuju na to da lipaza iz C. rugosa ima veći afinitet prema 1-etoksi-2,4-pentandionu u poređenju sa 2-cijanoacetamidom. | sr |
dc.publisher | Serbian Chemical Society, Belgrade | |
dc.relation | info:eu-repo/grantAgreement/MESTD/Basic Research (BR or ON)/172013/RS// | |
dc.rights | openAccess | |
dc.rights.uri | https://creativecommons.org/licenses/by-nc-nd/4.0/ | |
dc.source | Journal of the Serbian Chemical Society | |
dc.subject | Candida rugosa lipase | en |
dc.subject | ping-pong kinetics | en |
dc.subject | pyridone | en |
dc.subject | 1-ethoxy-2,4-pentanedione | en |
dc.title | Enzymatic synthesis of a vitamin B6 precursor | en |
dc.title | Enzimska sinteza prekursora vitamina B6 | sr |
dc.type | article | |
dc.rights.license | BY-NC-ND | |
dc.citation.epage | 1501 | |
dc.citation.issue | 10 | |
dc.citation.other | 78(10): 1491-1501 | |
dc.citation.rank | M23 | |
dc.citation.spage | 1491 | |
dc.citation.volume | 78 | |
dc.identifier.fulltext | http://TechnoRep.tmf.bg.ac.rs/bitstream/id/11801/0352-51391300050P.pdf | |
dc.identifier.rcub | https://hdl.handle.net/21.15107/rcub_technorep_2356 | |
dc.identifier.scopus | 2-s2.0-84887593892 | |
dc.identifier.wos | 000326992100003 | |
dc.type.version | publishedVersion |