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Synthesis and Characterization of New Chromogenic Substrates for Exoglycosidases : alpha-Glucosidase, alpha-Mannosidase, and beta-Galactosidase

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Iga_260623.pdf
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2013

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Iga, Dumitru Petru
Iga, Silvia
Hotoleanu, Corina Loredana
Duica, Florentina
Nicolescu, Alina
Gitman, Silvia Stefania

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Turkish Journal of Chemistry. 2013, 37(2), pp. 299-307. ISSN 1300-0527. eISSN 1303-6130. Available under: doi: 10.3906/kim-1207-60

Zusammenfassung

Glycosides of 4-nitrocatechol (1,2-dihydroxy 4-nitrobenzene) with α-D-glucopyranose and α-D-mannopyranose were synthesized by the glycosylation of phenol with peracetylated sugars in the presence of BF3·OBu2 . The glycoside of 4-nitrocatechol with β-D-galactopyranose was prepared by the glycosylation of this phenol as sodium phenoxide with tetra-O-benzoyl-α-D-galactopyranosyl bromide. The structure of the reaction products was confirmed by 1H and 13C NMR spectra and by chemical analysis. The latter consisted of acidic hydrolysis, followed by ethyl ether extraction and colorimetric determination of 4-nitrocatechol in the ether phase and application of the anthrone method for the sugar in the water phase. The synthetic glycosides were tested as substrates for enzymes from animal, vegetal, and microbial materials.

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540 Chemie

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Glycosylation, 4-nitrocatechol-glycoside, exoglycosidase, enzymatic substrate

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ISO 690IGA, Dumitru Petru, Richard R. SCHMIDT, Silvia IGA, Corina Loredana HOTOLEANU, Florentina DUICA, Alina NICOLESCU, Silvia Stefania GITMAN, 2013. Synthesis and Characterization of New Chromogenic Substrates for Exoglycosidases : alpha-Glucosidase, alpha-Mannosidase, and beta-Galactosidase. In: Turkish Journal of Chemistry. 2013, 37(2), pp. 299-307. ISSN 1300-0527. eISSN 1303-6130. Available under: doi: 10.3906/kim-1207-60
BibTex
@article{Iga2013Synth-26062,
  year={2013},
  doi={10.3906/kim-1207-60},
  title={Synthesis and Characterization of New Chromogenic Substrates for Exoglycosidases : alpha-Glucosidase, alpha-Mannosidase, and beta-Galactosidase},
  number={2},
  volume={37},
  issn={1300-0527},
  journal={Turkish Journal of Chemistry},
  pages={299--307},
  author={Iga, Dumitru Petru and Schmidt, Richard R. and Iga, Silvia and Hotoleanu, Corina Loredana and Duica, Florentina and Nicolescu, Alina and Gitman, Silvia Stefania}
}
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