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

Wait R. Griswold; Michael D. Toney

doi:10.1016/j.bmcl.2010.01.002

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

Wait R. Griswold, Michael D. Toney

Chemistry

Research output: Contribution to journal › Article › peer-review

8 Scopus citations

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 language	English (US)
Pages (from-to)	1352-1354
Number of pages	3
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	20
Issue number	4
DOIs	https://doi.org/10.1016/j.bmcl.2010.01.002
State	Published - Feb 15 2010

Keywords

Enzyme
Pyridoxal phosphate
Salicylaldehyde
Synthesis

ASJC Scopus subject areas

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

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10.1016/j.bmcl.2010.01.002

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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.",

keywords = "Enzyme, Pyridoxal phosphate, Salicylaldehyde, Synthesis",

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AU - Griswold, Wait R.

AU - Toney, Michael D.

PY - 2010/2/15

Y1 - 2010/2/15

N2 - 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.

AB - 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.

KW - Enzyme

KW - Pyridoxal phosphate

KW - Salicylaldehyde

KW - Synthesis

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JF - Bioorganic and Medicinal Chemistry Letters

SN - 0960-894X

IS - 4

ER -

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

Abstract

Keywords

ASJC Scopus subject areas

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