Dual effect of benzyl alcohol on alpha-glucosidase activity: efficient substrate for high yield transglucosylation and non-competitive inhibitor of its hydrolytic activity
Само за регистроване кориснике
2014
Аутори
Pavlović, MarijaDimitrijević, Aleksandra
Bezbradica, Dejan
Milosavić, Nenad
Gavrović-Jankulović, Marija
Šegan, Dejan M.
Veličković, Dušan
Чланак у часопису (Објављена верзија)
Метаподаци
Приказ свих података о документуАпстракт
Benzyl alcohol, a potent anesthetic and bacteriostatic, can be efficiently glucosylated by alpha-glucosidase from Saccharomyces cerevisiae to produce benzyl alcohol alpha-glucoside with a 75% yield. However, while studying the transglucosylation reaction conditions, it was found out that benzyl alcohol is a non-competitive inhibitor of alpha-glucosidase's hydrolytic activity (K-i = 18 mM, toward maltose). Due to its interesting ability to be glycosylated by the enzyme and to inhibit its hydrolytic activity, we proposed a plausible mechanism for the phenolic alpha-glucosydase inhibitor's binding, since the mechanism of inhibition has not yet been elucidated. (C) 2013 Elsevier Ltd. All rights reserved.
Кључне речи:
Benzyl alcohol / alpha-Glucosidase inhibition / Transglucosylation / Primary hydrolysisИзвор:
Carbohydrate Research, 2014, 387, 14-18Издавач:
- Elsevier Sci Ltd, Oxford
Финансирање / пројекти:
- Алергени, антитела, ензими и мали физиолошки значајни молекули: дизајн, структура, функција и значај (RS-MESTD-Basic Research (BR or ON)-172049)
- Развој нових инкапсулационих и ензимских технологија за производњу биокатализатора и биолошки активних компонената хране у циљу повећања њене конкурентности, квалитета и безбедности (RS-MESTD-Integrated and Interdisciplinary Research (IIR or III)-46010)
- Reinforcement of the Faculty of Chemistry, University of Belgrade, towards becoming a Center of Excellence in the region of WB for Molecular Biotechnology and Food research (EU-FP7-256716)
DOI: 10.1016/j.carres.2013.08.028
ISSN: 0008-6215
PubMed: 24531390
WoS: 000332959100004
Scopus: 2-s2.0-84894090228
Колекције
Институција/група
Hemijski fakultet / Faculty of ChemistryTY - JOUR AU - Pavlović, Marija AU - Dimitrijević, Aleksandra AU - Bezbradica, Dejan AU - Milosavić, Nenad AU - Gavrović-Jankulović, Marija AU - Šegan, Dejan M. AU - Veličković, Dušan PY - 2014 UR - https://cherry.chem.bg.ac.rs/handle/123456789/1516 AB - Benzyl alcohol, a potent anesthetic and bacteriostatic, can be efficiently glucosylated by alpha-glucosidase from Saccharomyces cerevisiae to produce benzyl alcohol alpha-glucoside with a 75% yield. However, while studying the transglucosylation reaction conditions, it was found out that benzyl alcohol is a non-competitive inhibitor of alpha-glucosidase's hydrolytic activity (K-i = 18 mM, toward maltose). Due to its interesting ability to be glycosylated by the enzyme and to inhibit its hydrolytic activity, we proposed a plausible mechanism for the phenolic alpha-glucosydase inhibitor's binding, since the mechanism of inhibition has not yet been elucidated. (C) 2013 Elsevier Ltd. All rights reserved. PB - Elsevier Sci Ltd, Oxford T2 - Carbohydrate Research T1 - Dual effect of benzyl alcohol on alpha-glucosidase activity: efficient substrate for high yield transglucosylation and non-competitive inhibitor of its hydrolytic activity VL - 387 SP - 14 EP - 18 DO - 10.1016/j.carres.2013.08.028 ER -
@article{ author = "Pavlović, Marija and Dimitrijević, Aleksandra and Bezbradica, Dejan and Milosavić, Nenad and Gavrović-Jankulović, Marija and Šegan, Dejan M. and Veličković, Dušan", year = "2014", abstract = "Benzyl alcohol, a potent anesthetic and bacteriostatic, can be efficiently glucosylated by alpha-glucosidase from Saccharomyces cerevisiae to produce benzyl alcohol alpha-glucoside with a 75% yield. However, while studying the transglucosylation reaction conditions, it was found out that benzyl alcohol is a non-competitive inhibitor of alpha-glucosidase's hydrolytic activity (K-i = 18 mM, toward maltose). Due to its interesting ability to be glycosylated by the enzyme and to inhibit its hydrolytic activity, we proposed a plausible mechanism for the phenolic alpha-glucosydase inhibitor's binding, since the mechanism of inhibition has not yet been elucidated. (C) 2013 Elsevier Ltd. All rights reserved.", publisher = "Elsevier Sci Ltd, Oxford", journal = "Carbohydrate Research", title = "Dual effect of benzyl alcohol on alpha-glucosidase activity: efficient substrate for high yield transglucosylation and non-competitive inhibitor of its hydrolytic activity", volume = "387", pages = "14-18", doi = "10.1016/j.carres.2013.08.028" }
Pavlović, M., Dimitrijević, A., Bezbradica, D., Milosavić, N., Gavrović-Jankulović, M., Šegan, D. M.,& Veličković, D.. (2014). Dual effect of benzyl alcohol on alpha-glucosidase activity: efficient substrate for high yield transglucosylation and non-competitive inhibitor of its hydrolytic activity. in Carbohydrate Research Elsevier Sci Ltd, Oxford., 387, 14-18. https://doi.org/10.1016/j.carres.2013.08.028
Pavlović M, Dimitrijević A, Bezbradica D, Milosavić N, Gavrović-Jankulović M, Šegan DM, Veličković D. Dual effect of benzyl alcohol on alpha-glucosidase activity: efficient substrate for high yield transglucosylation and non-competitive inhibitor of its hydrolytic activity. in Carbohydrate Research. 2014;387:14-18. doi:10.1016/j.carres.2013.08.028 .
Pavlović, Marija, Dimitrijević, Aleksandra, Bezbradica, Dejan, Milosavić, Nenad, Gavrović-Jankulović, Marija, Šegan, Dejan M., Veličković, Dušan, "Dual effect of benzyl alcohol on alpha-glucosidase activity: efficient substrate for high yield transglucosylation and non-competitive inhibitor of its hydrolytic activity" in Carbohydrate Research, 387 (2014):14-18, https://doi.org/10.1016/j.carres.2013.08.028 . .