Literature DB >> 16481162

Fluorescent glycosidase inhibiting 1,5-dideoxy-1,5-iminoalditols.

Peter Greimel1, Herwig Häusler, Inge Lundt, Karen Rupitz, Arnold E Stütz, Chris A Tarling, Stephen G Withers, Tanja M Wrodnigg.   

Abstract

1,5-Dideoxy-1,5-iminoalditols of various configurations as well as isofagomine were N-alkylated with non-polar straight chain spacer-arms by a set of simple standard procedures. The spacer-arms' terminal functional groups, primary amines, were employed to introduce fluorescent tags such as dansyl and dapoxyl moieties. Resulting derivatives in the D-xylo, D-gluco, D-galacto as well as GlcNAc series showed distinctly improved glycosidase inhibitory activities compared to parent compounds and are designed to be useful analytical tools.

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Year:  2006        PMID: 16481162     DOI: 10.1016/j.bmcl.2006.01.095

Source DB:  PubMed          Journal:  Bioorg Med Chem Lett        ISSN: 0960-894X            Impact factor:   2.823


  7 in total

1.  Fluorous iminoalditols: a new family of glycosidase inhibitors and pharmacological chaperones.

Authors:  Georg Schitter; Andreas J Steiner; Gerit Pototschnig; Elisabeth Scheucher; Martin Thonhofer; Chris A Tarling; Stephen G Withers; Katrin Fantur; Eduard Paschke; Don J Mahuran; Brigitte A Rigat; Michael B Tropak; Carina Illaszewicz; Robert Saf; Arnold E Stütz; Tanja M Wrodnigg
Journal:  Chembiochem       Date:  2010-09-24       Impact factor: 3.164

2.  2-Acetamino-1,2-dideoxynojirimycin-lysine hybrids as hexosaminidase inhibitors.

Authors:  Andreas J Steiner; Georg Schitter; Arnold E Stütz; Tanja M Wrodnigg; Chris A Tarling; Stephen G Withers; Don J Mahuran; Michael B Tropak
Journal:  Tetrahedron Asymmetry       Date:  2009-05-01

3.  1-Deoxygalactonojirimycin-lysine hybrids as potent D-galactosidase inhibitors.

Authors:  Andreas J Steiner; Georg Schitter; Arnold E Stütz; Tanja M Wrodnigg; Chris A Tarling; Stephen G Withers; Katrin Fantur; Don Mahuran; Eduard Paschke; Michael Tropak
Journal:  Bioorg Med Chem       Date:  2008-10-26       Impact factor: 3.641

4.  Synthesis of lipophilic 1-deoxygalactonojirimycin derivatives as D-galactosidase inhibitors.

Authors:  Georg Schitter; Elisabeth Scheucher; Andreas J Steiner; Arnold E Stütz; Martin Thonhofer; Chris A Tarling; Stephen G Withers; Jacqueline Wicki; Katrin Fantur; Eduard Paschke; Don J Mahuran; Brigitte A Rigat; Michael Tropak; Tanja M Wrodnigg
Journal:  Beilstein J Org Chem       Date:  2010-03-01       Impact factor: 2.883

5.  Potent GH20 N-Acetyl-β-d-hexosaminidase Inhibitors: N-Substituted 3-acetamido-4-amino-5-hydroxymethyl-cyclopentanediols.

Authors:  Patrick Weber; Seyed A Nasseri; Bettina M Pabst; Ana Torvisco; Philipp Müller; Eduard Paschke; Marion Tschernutter; Werner Windischhofer; Stephen G Withers; Tanja M Wrodnigg; Arnold E Stütz
Journal:  Molecules       Date:  2018-03-20       Impact factor: 4.411

6.  N-Alkylated Iminosugar Based Ligands: Synthesis and Inhibition of Human Lysosomal β-Glucocerebrosidase.

Authors:  Andreas Wolfsgruber; Martin Thonhofer; Patrick Weber; Seyed A Nasseri; Roland Fischer; Michael Schalli; Arnold E Stütz; Stephen G Withers; Tanja M Wrodnigg
Journal:  Molecules       Date:  2020-10-11       Impact factor: 4.411

7.  Mechanistic Insights into the Chaperoning of Human Lysosomal-Galactosidase Activity: Highly Functionalized Aminocyclopentanes and C-5a-Substituted Derivatives of 4-epi-Isofagomine.

Authors:  Patrick Weber; Martin Thonhofer; Summer Averill; Gideon J Davies; Andres Gonzalez Santana; Philipp Müller; Seyed A Nasseri; Wendy A Offen; Bettina M Pabst; Eduard Paschke; Michael Schalli; Ana Torvisco; Marion Tschernutter; Christina Tysoe; Werner Windischhofer; Stephen G Withers; Andreas Wolfsgruber; Tanja M Wrodnigg; Arnold E Stütz
Journal:  Molecules       Date:  2020-09-03       Impact factor: 4.411

  7 in total

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