Chemoenzymatic synthesis of 1-deaza-pyridoxal 5'-phosphate

Bioorg Med Chem Lett. 2010 Feb 15;20(4):1352-4. doi: 10.1016/j.bmcl.2010.01.002. Epub 2010 Jan 7.

Abstract

The first synthesis of 1-deaza-pyridoxal 5'-phosphate (2-formyl-3-hydroxy-4-methylbenzyl phosphate) is described. The chemoenzymatic approach described here is a reliable route to this important isosteric pyridoxal phosphate analogue. This work enables elucidation of the role of the pyridine nitrogen in pyridoxal 5'-phosphate dependent enzymes.

Publication types

  • Research Support, N.I.H., Extramural

MeSH terms

  • Benzaldehydes / chemical synthesis*
  • Benzaldehydes / metabolism
  • Benzaldehydes / pharmacology
  • Molecular Structure
  • Organophosphates / chemical synthesis*
  • Organophosphates / metabolism
  • Organophosphates / pharmacology
  • Pyridoxal Phosphate / analogs & derivatives*
  • Pyridoxal Phosphate / chemistry*
  • Spectrum Analysis

Substances

  • 1-deazapyridoxal 5'-phosphate
  • Benzaldehydes
  • Organophosphates
  • Pyridoxal Phosphate