Carbohydrate Research p. 69 - 75 (2012)
Update date:2022-08-03
Topics:
Mazzaferro, Laura S.
Pi?uel, Lucrecia
Erra-Balsells, Rosa
Giudicessi, Silvana L.
Breccia, Javier D.
Transglycosylation potential of the fungal diglycosidase α-rhamnosyl-β-glucosidase was explored. The biocatalyst was shown to have broad acceptor specificity toward aliphatic and aromatic alcohols. This feature allowed the synthesis of the diglycoconjugated fluorogenic substrate 4-methylumbelliferyl-rutinoside. The synthesis was performed in one step from the corresponding aglycone, 4-methylumbelliferone, and hesperidin as rutinose donor. 4-Methylumbelliferyl-rutinoside was produced in an agitated reactor using the immobilized biocatalyst with a 16% yield regarding the sugar acceptor. The compound was purified by solvent extraction and silica gel chromatography. MALDI-TOF/TOF data recorded for the [M+Na]+ ions correlated with the theoretical monoisotopic mass (calcd [M+Na]+: 507.44 m/z; obs. [M+Na]+: 507.465 m/z). 4-Methylumbelliferyl-rutinoside differs from 4-methylumbelliferyl-glucoside in the rhamnosyl substitution at the C-6 of glucose, and this property brings about the possibility to explore in nature the occurrence of endo-β-glucosidases by zymographic analysis.
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Doi:10.1002/(SICI)1521-3765(19990104)5:1<79::AID-CHEM79>3.0.CO;2-W
(1999)Doi:10.1246/bcsj.68.1437
(1995)Doi:10.1248/cpb.43.1045
(1995)Doi:10.1016/S1381-1169(97)00181-7
(1998)Doi:10.1016/j.bmcl.2007.09.063
(2007)Doi:10.1016/j.tetlet.2007.10.028
(2007)