Chemoenzymatic synthesis of 1-deaza-pyridoxal 5'-phosphate.
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.
Griswold
Wait R
WR
Department of Chemistry, University of California Davis, One Shields Avenue, Davis, CA 95616, USA.
Toney
Michael D
MD
D001547:Benzaldehydes / Q000138:chemical synthesis* / Q000378:metabolism / Q000494:pharmacology; D015394:Molecular Structure; D010755:Organophosphates / Q000138:chemical synthesis* / Q000378:metabolism / Q000494:pharmacology; D011732:Pyridoxal Phosphate / Q000031:analogs & derivatives* / Q000737:chemistry*; D013057:Spectrum Analysis
C549645:1-deazapyridoxal 5'-phosphate; D001547:Benzaldehydes; D010755:Organophosphates; D011732:Pyridoxal Phosphate