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

Wait R. Griswold, Michael D. Toney

Research output: Contribution to journal › Article

8 Citations (Scopus)

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.

Original languageEnglish (US)
Pages (from-to)1352-1354
Number of pages3
JournalBioorganic and Medicinal Chemistry Letters
Volume20
Issue number4
DOIs
StatePublished - Feb 15 2010

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Pyridoxal Phosphate
Nitrogen
Phosphates
Enzymes

Keywords

  • Enzyme
  • Pyridoxal phosphate
  • Salicylaldehyde
  • Synthesis

ASJC Scopus subject areas

  • Pharmaceutical Science
  • Drug Discovery
  • Organic Chemistry
  • Molecular Medicine
  • Molecular Biology
  • Clinical Biochemistry
  • Biochemistry

Cite this

Chemoenzymatic synthesis of 1-deaza-pyridoxal 5′-phosphate. / Griswold, Wait R.; Toney, Michael D.

In: Bioorganic and Medicinal Chemistry Letters, Vol. 20, No. 4, 15.02.2010, p. 1352-1354.

Research output: Contribution to journal › Article

Griswold, WR & Toney, MD 2010, 'Chemoenzymatic synthesis of 1-deaza-pyridoxal 5′-phosphate', Bioorganic and Medicinal Chemistry Letters, vol. 20, no. 4, pp. 1352-1354. https://doi.org/10.1016/j.bmcl.2010.01.002
Griswold WR, Toney MD. Chemoenzymatic synthesis of 1-deaza-pyridoxal 5′-phosphate. Bioorganic and Medicinal Chemistry Letters. 2010 Feb 15;20(4):1352-1354. https://doi.org/10.1016/j.bmcl.2010.01.002
Griswold, Wait R. ; Toney, Michael D. / Chemoenzymatic synthesis of 1-deaza-pyridoxal 5′-phosphate. In: Bioorganic and Medicinal Chemistry Letters. 2010 ; Vol. 20, No. 4. pp. 1352-1354.
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