The Experts below are selected from a list of 1581 Experts worldwide ranked by ideXlab platform
Fanzuo Kong - One of the best experts on this subject based on the ideXlab platform.
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synthesis of 3 o arabinosylated 1 6 β d galactan epitopes
Journal of Carbohydrate Chemistry, 2001Co-Authors: Qingfeng Pan, Fanzuo Kong, Jingqi PanAbstract:Two tetrameric arabinogalactans, β-D-galactopyranosyl-(1→6)-β-D-galactopyranosyl-(1→6)-[α-L-arabinofuranosyl-(1→3)]-D-Galactopyranose (14) and α-L-arabinofuranosyl-(1→3)-β-D-galactopyranosyl-(1→6)-β-D-galactopyranosyl-(1→6)-D-Galactopyranose (25), which are good candidates for CCRC-M7 epitope characterization, were synthesized efficiently using a convergent strategy. Migration of an acceptor acetyl group proved to be an obstacle to synthesis, but regioselective glycosylation or 4-O-benzyl protection of the acceptor circumvented this problem allowing efficient synthesis of the 1→6 linked target compounds.
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syntheses and reactions of 5 o acetyl 1 2 anhydro 3 o benzyl α d ribofuranose and β d lyxofuranose 5 o acetyl 1 2 anhydro 3 6 di o benzyl and 1 2 anhydro 5 6 di o benzoyl 3 o benzyl β d mannofuranose and 6 o acetyl 1 2 anhydro 3 4 di o benzyl α d glu
Carbohydrate Research, 2001Co-Authors: Jun Ning, Fanzuo KongAbstract:The title compounds 5-O-acetyl-1,2-anhydro-3-O-benzyl-alpha-D-ribofuranose and 5-O-acetyl-1,2-anhydro-3-O-benzyl-beta-D-lyxofuranose, and 6-O-acetyl-1,2-anhydro-3,4-di-O-benzyl-alpha-D-glucopyranose and 6-O-acetyl-1,2-anhydro-3,4-di-O-benzyl-beta-D-talopyranose, and 5-O-acetyl-1,2-anhydro-3,6-di-O-benzyl-beta-D-mannofuranose and 1,2-anhydro-5,6-di-O-benzoyl-3-O-benzyl-beta-D-mannofuranose have each been synthesized from the corresponding 2-O-tosylate and 1-free hydroxyl intermediates by base-initiated intramolecular S(N)2 ring closure in almost quantitative yields. Acetyl and benzoyl groups were not affected in the ring closure reactions. Condensation of 6-O-acetyl-1,2-anhydro-3,4-di-O-benzyl-alpha-D-glucopyranose and 5-O-acetyl-1,2-anhydro-3,6-di-O-benzyl-beta-D-mannofuranose with 1,2:3,4-di-O-isopropylidene-alpha-D-Galactopyranose in the presence of ZnCl2 as the catalyst afforded the 1,2-trans-linked 6-O-acetyl-3,4-di-O-benzyl-beta-D-glucopyranosyl-(1-->6)-1,2:3,4-di-O-isopropylidene-alpha-D-Galactopyranose and 5-O-acetyl-3,6-di-O-benzyl-alpha-D-mannofuranosyl-(1-->6)-1,2:3,4-di-O-isopropylidene-alpha-D-Galactopyranose as the sole products in satisfactory yields, while condensation of 5-O-acetyl-1,2-anhydro-3-O-benzyl-beta-D-lyxofuranose with 3-O-benzyl-1,2-O-isopropylidene-alpha-D-xylofuranose yielded the 1,2-trans-linked 5-O-acetyl-3-O-benzyl-alpha-D-lyxofuranosyl-(1-->5)-3-O-benzyl-1,2-O-isopropylidene-alpha-D-xylofuranose as the sole product in a good yield. The 6-O-acetyl group in the glycosyl donor, 6-O-acetyl-1,2-anhydro-3,4-di-O-benzyl-alpha-D-glucopyranose, did not influence the stereoselectivity of the ring-opening-coupling reaction.
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regio and stereoselective synthesis of 1 6 linked manno gluco and Galactopyranose di tri and tetrasaccharides via orthoester intermediates
Journal of Carbohydrate Chemistry, 2000Co-Authors: Yuliang Zhu, Fanzuo KongAbstract:ABSTRACT 1→6 Linked manno-, gluco-, and Galactopyranose di-, tri-, and tetrasaccharides with 1,2-trans glycosidic linkages were concisely and effectively synthesized using peracetylated glycosyl bromides as the donors and unprotected or partially protected glycopyranosides as the acceptors via orthoester intermediates.
Jun Ning - One of the best experts on this subject based on the ideXlab platform.
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syntheses and reactions of 5 o acetyl 1 2 anhydro 3 o benzyl α d ribofuranose and β d lyxofuranose 5 o acetyl 1 2 anhydro 3 6 di o benzyl and 1 2 anhydro 5 6 di o benzoyl 3 o benzyl β d mannofuranose and 6 o acetyl 1 2 anhydro 3 4 di o benzyl α d glu
Carbohydrate Research, 2001Co-Authors: Jun Ning, Fanzuo KongAbstract:The title compounds 5-O-acetyl-1,2-anhydro-3-O-benzyl-alpha-D-ribofuranose and 5-O-acetyl-1,2-anhydro-3-O-benzyl-beta-D-lyxofuranose, and 6-O-acetyl-1,2-anhydro-3,4-di-O-benzyl-alpha-D-glucopyranose and 6-O-acetyl-1,2-anhydro-3,4-di-O-benzyl-beta-D-talopyranose, and 5-O-acetyl-1,2-anhydro-3,6-di-O-benzyl-beta-D-mannofuranose and 1,2-anhydro-5,6-di-O-benzoyl-3-O-benzyl-beta-D-mannofuranose have each been synthesized from the corresponding 2-O-tosylate and 1-free hydroxyl intermediates by base-initiated intramolecular S(N)2 ring closure in almost quantitative yields. Acetyl and benzoyl groups were not affected in the ring closure reactions. Condensation of 6-O-acetyl-1,2-anhydro-3,4-di-O-benzyl-alpha-D-glucopyranose and 5-O-acetyl-1,2-anhydro-3,6-di-O-benzyl-beta-D-mannofuranose with 1,2:3,4-di-O-isopropylidene-alpha-D-Galactopyranose in the presence of ZnCl2 as the catalyst afforded the 1,2-trans-linked 6-O-acetyl-3,4-di-O-benzyl-beta-D-glucopyranosyl-(1-->6)-1,2:3,4-di-O-isopropylidene-alpha-D-Galactopyranose and 5-O-acetyl-3,6-di-O-benzyl-alpha-D-mannofuranosyl-(1-->6)-1,2:3,4-di-O-isopropylidene-alpha-D-Galactopyranose as the sole products in satisfactory yields, while condensation of 5-O-acetyl-1,2-anhydro-3-O-benzyl-beta-D-lyxofuranose with 3-O-benzyl-1,2-O-isopropylidene-alpha-D-xylofuranose yielded the 1,2-trans-linked 5-O-acetyl-3-O-benzyl-alpha-D-lyxofuranosyl-(1-->5)-3-O-benzyl-1,2-O-isopropylidene-alpha-D-xylofuranose as the sole product in a good yield. The 6-O-acetyl group in the glycosyl donor, 6-O-acetyl-1,2-anhydro-3,4-di-O-benzyl-alpha-D-glucopyranose, did not influence the stereoselectivity of the ring-opening-coupling reaction.
Werner Windischhofer - One of the best experts on this subject based on the ideXlab platform.
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potent gh20 n acetyl β d hexosaminidase inhibitors n substituted 3 acetamido 4 amino 5 hydroxymethyl cyclopentanediols
Molecules, 2018Co-Authors: Patrick Weber, Bettina M Pabst, Eduard Paschke, Marion Tschernutter, Werner Windischhofer, Seyed A Nasseri, Ana Torvisco, Philipp Muller, Stephen G Withers, Tanja M WrodniggAbstract:From 1,2;3,4-di-O-isopropylidene-d-Galactopyranose, a preliminary series of highly functionalized amino(hydroxymethyl)cyclopentanes was easily available. These amine-containing basic carbasugars featuring the d-galacto configuration are potent inhibitors of the GH20 β-d-hexosaminidases probed and may bear potential as regulators of N-acetyl-d-hexosaminidase activities in vivo.
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n substituted 5 amino 1 hydroxymethyl cyclopentanetriols a new family of activity promotors for a gm1 gangliosidosis related human lysosomal β galactosidase mutant
Carbohydrate Research, 2017Co-Authors: Michael Schalli, Christina Tysoe, Bettina M Pabst, Martin Thonhofer, Eduard Paschke, Arnold E Stutz, Marion Tschernutter, Roland Fischer, Tanja Rappitsch, Werner WindischhoferAbstract:Abstract From 1,2;3,4-di-O-isopropylidene-α-D-Galactopyranose, a series of highly functionalized (hydroxymethyl)cyclopentanes was easily available. In line with reports by Reymond and Jager on similar structures, these amine containing basic carbasugars are potent inhibitors of β-D-galactosidases and, for the first time, could be shown to act as pharmacological chaperones for GM1-gangliosidosis-associated lysosomal acid β-galactosidase mutant R201C, thus representing a new structural type of pharmacological chaperones for this lysosomal storage disease.
Tanja M Wrodnigg - One of the best experts on this subject based on the ideXlab platform.
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potent gh20 n acetyl β d hexosaminidase inhibitors n substituted 3 acetamido 4 amino 5 hydroxymethyl cyclopentanediols
Molecules, 2018Co-Authors: Patrick Weber, Bettina M Pabst, Eduard Paschke, Marion Tschernutter, Werner Windischhofer, Seyed A Nasseri, Ana Torvisco, Philipp Muller, Stephen G Withers, Tanja M WrodniggAbstract:From 1,2;3,4-di-O-isopropylidene-d-Galactopyranose, a preliminary series of highly functionalized amino(hydroxymethyl)cyclopentanes was easily available. These amine-containing basic carbasugars featuring the d-galacto configuration are potent inhibitors of the GH20 β-d-hexosaminidases probed and may bear potential as regulators of N-acetyl-d-hexosaminidase activities in vivo.
Marion Tschernutter - One of the best experts on this subject based on the ideXlab platform.
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potent gh20 n acetyl β d hexosaminidase inhibitors n substituted 3 acetamido 4 amino 5 hydroxymethyl cyclopentanediols
Molecules, 2018Co-Authors: Patrick Weber, Bettina M Pabst, Eduard Paschke, Marion Tschernutter, Werner Windischhofer, Seyed A Nasseri, Ana Torvisco, Philipp Muller, Stephen G Withers, Tanja M WrodniggAbstract:From 1,2;3,4-di-O-isopropylidene-d-Galactopyranose, a preliminary series of highly functionalized amino(hydroxymethyl)cyclopentanes was easily available. These amine-containing basic carbasugars featuring the d-galacto configuration are potent inhibitors of the GH20 β-d-hexosaminidases probed and may bear potential as regulators of N-acetyl-d-hexosaminidase activities in vivo.
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n substituted 5 amino 1 hydroxymethyl cyclopentanetriols a new family of activity promotors for a gm1 gangliosidosis related human lysosomal β galactosidase mutant
Carbohydrate Research, 2017Co-Authors: Michael Schalli, Christina Tysoe, Bettina M Pabst, Martin Thonhofer, Eduard Paschke, Arnold E Stutz, Marion Tschernutter, Roland Fischer, Tanja Rappitsch, Werner WindischhoferAbstract:Abstract From 1,2;3,4-di-O-isopropylidene-α-D-Galactopyranose, a series of highly functionalized (hydroxymethyl)cyclopentanes was easily available. In line with reports by Reymond and Jager on similar structures, these amine containing basic carbasugars are potent inhibitors of β-D-galactosidases and, for the first time, could be shown to act as pharmacological chaperones for GM1-gangliosidosis-associated lysosomal acid β-galactosidase mutant R201C, thus representing a new structural type of pharmacological chaperones for this lysosomal storage disease.
