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Transglucosylation of hydroquinone catalysed by alpha-glucosidase from baker's yeast

Authorized Users Only
2005
Authors
Prodanović, Radivoje
Milosavic, N
Sladić, Dušan
Zlatović, Mario
Božić, Bojana
Ćirković-Veličković, Tanja
Vujčić, Zoran
Article (Published version)
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Abstract
Hydroquinone alpha-isomaltoside and hydroquinone alpha-glucoside were synthesized by transglucosylation in an aqueous system with baker's yeast alpha-glucosidase from hydroquinone and maltose as a glucosyl donor. Only one phenolic group was glucosylated, with alpha-selectivity, and the nature of the reaction products was governed by the concentration of hydroquinone. The optimal conditions for synthesis of glycosides were 9 mM hydroquinone and 1.5 M maltose in a 100 mM sodium citrate/phosphate buffer at pH 5.0 and 30 degrees C for 20 h. Under these conditions both hydroquinone alpha-glycosides were obtained in nearly equimolar amounts with a total molar yield of 28% with respect to hydroquinone and a total glycoside concentration of 1 mg/mL in the reaction mixture. (c) 2005 Elsevier B.V. All rights reserved.
Keywords:
alpha-arbutine / hydroquinone / maltase / isomaltoside / transglycosylation
Source:
Journal of Molecular Catalysis. B: Enzymatic, 2005, 35, 4-6, 142-146
Publisher:
  • Elsevier Science Bv, Amsterdam

DOI: 10.1016/j.molcatb.2005.06.011

ISSN: 1381-1177

WoS: 000231780400011

Scopus: 2-s2.0-27644513775
[ Google Scholar ]
44
42
URI
http://cherry.chem.bg.ac.rs/handle/123456789/728
Collections
  • Publikacije
Institution
Hemijski fakultet
TY  - JOUR
AU  - Prodanović, Radivoje
AU  - Milosavic, N
AU  - Sladić, Dušan
AU  - Zlatović, Mario
AU  - Božić, Bojana
AU  - Ćirković-Veličković, Tanja
AU  - Vujčić, Zoran
PY  - 2005
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/728
AB  - Hydroquinone alpha-isomaltoside and hydroquinone alpha-glucoside were synthesized by transglucosylation in an aqueous system with baker's yeast alpha-glucosidase from hydroquinone and maltose as a glucosyl donor. Only one phenolic group was glucosylated, with alpha-selectivity, and the nature of the reaction products was governed by the concentration of hydroquinone. The optimal conditions for synthesis of glycosides were 9 mM hydroquinone and 1.5 M maltose in a 100 mM sodium citrate/phosphate buffer at pH 5.0 and 30 degrees C for 20 h. Under these conditions both hydroquinone alpha-glycosides were obtained in nearly equimolar amounts with a total molar yield of 28% with respect to hydroquinone and a total glycoside concentration of 1 mg/mL in the reaction mixture. (c) 2005 Elsevier B.V. All rights reserved.
PB  - Elsevier Science Bv, Amsterdam
T2  - Journal of Molecular Catalysis. B: Enzymatic
T1  - Transglucosylation of hydroquinone catalysed by alpha-glucosidase from baker's yeast
VL  - 35
IS  - 4-6
SP  - 142
EP  - 146
DO  - 10.1016/j.molcatb.2005.06.011
ER  - 
@article{
author = "Prodanović, Radivoje and Milosavic, N and Sladić, Dušan and Zlatović, Mario and Božić, Bojana and Ćirković-Veličković, Tanja and Vujčić, Zoran",
year = "2005",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/728",
abstract = "Hydroquinone alpha-isomaltoside and hydroquinone alpha-glucoside were synthesized by transglucosylation in an aqueous system with baker's yeast alpha-glucosidase from hydroquinone and maltose as a glucosyl donor. Only one phenolic group was glucosylated, with alpha-selectivity, and the nature of the reaction products was governed by the concentration of hydroquinone. The optimal conditions for synthesis of glycosides were 9 mM hydroquinone and 1.5 M maltose in a 100 mM sodium citrate/phosphate buffer at pH 5.0 and 30 degrees C for 20 h. Under these conditions both hydroquinone alpha-glycosides were obtained in nearly equimolar amounts with a total molar yield of 28% with respect to hydroquinone and a total glycoside concentration of 1 mg/mL in the reaction mixture. (c) 2005 Elsevier B.V. All rights reserved.",
publisher = "Elsevier Science Bv, Amsterdam",
journal = "Journal of Molecular Catalysis. B: Enzymatic",
title = "Transglucosylation of hydroquinone catalysed by alpha-glucosidase from baker's yeast",
volume = "35",
number = "4-6",
pages = "142-146",
doi = "10.1016/j.molcatb.2005.06.011"
}
Prodanović R, Milosavic N, Sladić D, Zlatović M, Božić B, Ćirković-Veličković T, Vujčić Z. Transglucosylation of hydroquinone catalysed by alpha-glucosidase from baker's yeast. Journal of Molecular Catalysis. B: Enzymatic. 2005;35(4-6):142-146
Prodanović, R., Milosavic, N., Sladić, D., Zlatović, M., Božić, B., Ćirković-Veličković, T.,& Vujčić, Z. (2005). Transglucosylation of hydroquinone catalysed by alpha-glucosidase from baker's yeast.
Journal of Molecular Catalysis. B: EnzymaticElsevier Science Bv, Amsterdam., 35(4-6), 142-146.
https://doi.org/10.1016/j.molcatb.2005.06.011
Prodanović Radivoje, Milosavic N, Sladić Dušan, Zlatović Mario, Božić Bojana, Ćirković-Veličković Tanja, Vujčić Zoran, "Transglucosylation of hydroquinone catalysed by alpha-glucosidase from baker's yeast" 35, no. 4-6 (2005):142-146,
https://doi.org/10.1016/j.molcatb.2005.06.011 .

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