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Oral Hypoglycemic Agents: α-Glucosidase Inhibitors01:19

Oral Hypoglycemic Agents: α-Glucosidase Inhibitors

α-glucosidase inhibitors, including acarbose (Precose), miglitol (Glyset), and voglibose (Voglib) (primarily available in Asia), are drugs that control blood sugar levels by delaying the digestion of starch and disaccharides. They achieve this by inhibiting α-glucosidase enzymes in the intestine, which slow the absorption of carbohydrates in the intestine, which in turn leads to a prolonged release of the glucoregulatory hormone GLP-1 from intestinal L-cells.
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Regioselective O-Glycosylation of Nucleosides via the Temporary 2',3'-Diol Protection by a Boronic Ester for the Synthesis of Disaccharide Nucleosides
08:46

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Multivalent iminosugars to modulate affinity and selectivity for glycosidases.

Jennifer Diot1, M Isabel García-Moreno, Sébastien G Gouin

  • 1Laboratoire des Glucides UMR CNRS 6219, Institut de Chimie de Picardie, Faculté des Sciences, Université de Picardie Jules Verne, 33 rue Saint-Leu, 80039 Amiens Cedex 1, France.

Organic & Biomolecular Chemistry
|December 26, 2008
PubMed
Summary

Synthesized iminosugars with varying valency showed altered glycosidase inhibition. Multivalency can tune both the affinity and selectivity of these inhibitors, depending on the specific enzyme targeted.

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Area of Science:

  • Carbohydrate Chemistry
  • Enzyme Inhibition
  • Medicinal Chemistry

Background:

  • Glycosidases are crucial enzymes involved in various biological processes.
  • Developing selective inhibitors for glycosidases is important for therapeutic applications.
  • Multivalency is a strategy to enhance molecular interactions.

Purpose of the Study:

  • To synthesize mono-, di-, and tri-valent iminosugars.
  • To investigate the impact of multivalency on glycosidase inhibition.
  • To explore the modulation of enzyme affinity and selectivity.

Main Methods:

  • Synthesis of iminosugars using click chemistry.
  • Incorporation of oligoethylene glycol scaffolds.
  • Utilizing N-substituted deoxynojirymicin epitopes.
  • Biological evaluation of enzyme inhibition.

Main Results:

  • Synthesized a series of iminosugars with varying valency.
  • Observed distinct inhibition trends based on enzyme type.
  • Demonstrated that multivalency influences glycosidase inhibition.
  • Showcased modulation of inhibitor affinity and selectivity.

Conclusions:

  • Multivalency is an effective strategy for modulating glycosidase inhibition.
  • The effect of multivalency is enzyme-dependent.
  • This work provides insights into designing selective glycosidase inhibitors.