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Further syntheses employing phosphorylase

B Evers1, J Thiem

  • 1Institut für Organische Chemie, Universität Hamburg, Germany.

Bioorganic & Medicinal Chemistry
|May 1, 1997
PubMed
Summary

Researchers developed a recyclable primer for glycogen phosphorylase reactions, enabling efficient synthesis of 2-deoxy-maltooligosaccharides and mannosyl-oligosaccharides.

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Area of Science:

  • Carbohydrate Chemistry
  • Enzymology
  • Biocatalysis

Background:

  • Glycogen phosphorylase is crucial for glycogen metabolism.
  • Enzymatic synthesis of oligosaccharides offers specificity.
  • Developing recyclable catalysts enhances efficiency and sustainability.

Purpose of the Study:

  • To create a recyclable primer for enzymatic oligosaccharide synthesis.
  • To improve the synthesis of 2-deoxy-alpha-D-arabino-hexopyranosyl phosphate and related compounds.
  • To investigate the enzymatic transfer of mannosyl phosphate to oligosaccharide primers.

Main Methods:

  • Immobilization of maltopentaose on silica gel as a recyclable primer.
  • Utilizing glycogen phosphorylase for reactions with D-glucal.
  • Characterization of synthesized oligosaccharides using analytical techniques.

Main Results:

  • Successful synthesis of 2-deoxy-alpha-D-arabino-hexopyranosyl phosphate.
  • Specific synthesis of low molecular weight, water-soluble 2-deoxy-maltooligosaccharides.
  • Identification of alpha-1,4-mannosyl-maltotetraose and its degradation product, alpha-1,4-mannosyl-maltose, formed by mannosyl phosphate transfer.

Conclusions:

  • Immobilized maltopentaose serves as an effective recyclable primer for glycogen phosphorylase.
  • The developed method provides an improved route to deoxy-oligosaccharides.
  • Enzymatic transfer of mannosyl phosphate to oligosaccharides is demonstrated, expanding substrate scope.

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