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Synthesis of analogs of pyridoxal 5′-phosphate and pyridoxamine 5′-phosphate

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The following analogs of pyridoxamine 5′-phosphate (PAMP) have been synthesized by the direct phosphorylation of the corresponding amines: 2-nor-PAMP, 6-methyl-2-nor-PAMP, and 6-methyl-PAMP. A method for the synthesis of analogs of pyridoxal 5′-phosphate (PLP) by the phosphorylation of the Schiff's bases of the corresponding aldehydes with p-phenetidine and subsequent hydrolysis on a sulfonated resin has been worked out. 2-Nor-PLP, 6-methyl-2-nor-PLP, and 6-methyl-PLP have been obtained with yields of 53–73%. The spectral properties of the compounds obtained have been investigated.

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The authors heartily thank Academician A. E. Braunshtein for his constant interest in this work and for valuable advice.

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Drobinskaya, N.A., Ionova, L.V., Karpeiskii, M.Y. et al. Synthesis of analogs of pyridoxal 5′-phosphate and pyridoxamine 5′-phosphate. Chem Heterocycl Compd 5, 782–787 (1972). https://doi.org/10.1007/BF00475855

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