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Pregled bibliografske jedinice broj: 796310

Stereoselective synthesis of phenylpropane 1,2-diols from (S)-2-hydroxypropiophenone by NADH-dependent oxidoreductases


Švarc, Anera; Valinger, Davor; Vasić-Rački, Đurđa; Vrsalović Presečki, Ana
Stereoselective synthesis of phenylpropane 1,2-diols from (S)-2-hydroxypropiophenone by NADH-dependent oxidoreductases // Biochemical engineering journal, 103 (2015), 250-255 doi:10.1016/j.bej.2015.07.012 (međunarodna recenzija, članak, znanstveni)


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Naslov
Stereoselective synthesis of phenylpropane 1,2-diols from (S)-2-hydroxypropiophenone by NADH-dependent oxidoreductases

Autori
Švarc, Anera ; Valinger, Davor ; Vasić-Rački, Đurđa ; Vrsalović Presečki, Ana

Izvornik
Biochemical engineering journal (1369-703X) 103 (2015); 250-255

Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni

Ključne riječi
enzyme biocatalysis ; kinetic parameters ; modelling ; biosynthesis ; coenzyme regeneration ; (S)-2-hydroxypropiophenone

Sažetak
In this study alcohol dehydrogenase (EC 1.1.1.2) from Lactobacillus brevis and glycerol dehydrogenase (EC 1.1.1.6) from Cellulomonas sp. were used for the reduction of (S)-2- hydroxypropiophenone to (1S, 2S)- and (1R, 2S)-1- phenylpropane-1, 2-diol, respectively. As both dehydrogenases belong to NADH- dependent oxidoreductases, due to high coenzyme cost, the possibility of NADH regeneration was considered by using the enzyme-coupled regeneration system with formate dehydrogenase (EC 1.2.1.2) from Candida boidinii. All three enzymes were kinetically characterized and the kinetics of all reactions were determined using the method of initial rates. Based on kinetic results mathematical models were developed for the synthesis of both phenylpropane 1, 2-diols for the systems with and without coenzyme regeneration and were validated in a batch reactor. The equilibrium conversions of 60% and 33% were achieved without coenzyme regeneration using alcohol and glycerol dehydrogenase, respectively, while with coenzyme regeneration a complete (S)-2- hydroxypropiophenone conversion was achieved with both enzymes.

Izvorni jezik
Engleski

Znanstvena područja
Kemijsko inženjerstvo, Biotehnologija



POVEZANOST RADA


Ustanove:
Prehrambeno-biotehnološki fakultet, Zagreb,
Fakultet kemijskog inženjerstva i tehnologije, Zagreb

Poveznice na cjeloviti tekst rada:

doi www.sciencedirect.com dx.doi.org

Citiraj ovu publikaciju:

Švarc, Anera; Valinger, Davor; Vasić-Rački, Đurđa; Vrsalović Presečki, Ana
Stereoselective synthesis of phenylpropane 1,2-diols from (S)-2-hydroxypropiophenone by NADH-dependent oxidoreductases // Biochemical engineering journal, 103 (2015), 250-255 doi:10.1016/j.bej.2015.07.012 (međunarodna recenzija, članak, znanstveni)
Švarc, A., Valinger, D., Vasić-Rački, Đ. & Vrsalović Presečki, A. (2015) Stereoselective synthesis of phenylpropane 1,2-diols from (S)-2-hydroxypropiophenone by NADH-dependent oxidoreductases. Biochemical engineering journal, 103, 250-255 doi:10.1016/j.bej.2015.07.012.
@article{article, author = {\v{S}varc, Anera and Valinger, Davor and Vasi\'{c}-Ra\v{c}ki, \DJur\dja and Vrsalovi\'{c} Prese\v{c}ki, Ana}, year = {2015}, pages = {250-255}, DOI = {10.1016/j.bej.2015.07.012}, keywords = {enzyme biocatalysis, kinetic parameters, modelling, biosynthesis, coenzyme regeneration, (S)-2-hydroxypropiophenone}, journal = {Biochemical engineering journal}, doi = {10.1016/j.bej.2015.07.012}, volume = {103}, issn = {1369-703X}, title = {Stereoselective synthesis of phenylpropane 1,2-diols from (S)-2-hydroxypropiophenone by NADH-dependent oxidoreductases}, keyword = {enzyme biocatalysis, kinetic parameters, modelling, biosynthesis, coenzyme regeneration, (S)-2-hydroxypropiophenone} }
@article{article, author = {\v{S}varc, Anera and Valinger, Davor and Vasi\'{c}-Ra\v{c}ki, \DJur\dja and Vrsalovi\'{c} Prese\v{c}ki, Ana}, year = {2015}, pages = {250-255}, DOI = {10.1016/j.bej.2015.07.012}, keywords = {enzyme biocatalysis, kinetic parameters, modelling, biosynthesis, coenzyme regeneration, (S)-2-hydroxypropiophenone}, journal = {Biochemical engineering journal}, doi = {10.1016/j.bej.2015.07.012}, volume = {103}, issn = {1369-703X}, title = {Stereoselective synthesis of phenylpropane 1,2-diols from (S)-2-hydroxypropiophenone by NADH-dependent oxidoreductases}, keyword = {enzyme biocatalysis, kinetic parameters, modelling, biosynthesis, coenzyme regeneration, (S)-2-hydroxypropiophenone} }

Časopis indeksira:


  • Current Contents Connect (CCC)
  • Web of Science Core Collection (WoSCC)
    • Science Citation Index Expanded (SCI-EXP)
    • SCI-EXP, SSCI i/ili A&HCI
  • Scopus


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  • CA Search (Chemical Abstracts)


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