Chemical and physical properties of pyridoxine Domina Petric, MD

Essential features of the chemical structure: Derivative of 3-hydroxy-2-methyl-5-hydroxypyridine Phosphorylatable 5-hydroxymethyl group Substituent at ring carbon para to the pyridine nitrogen must be metabolizable to an aldehyde. November 28, 2018 Combs GF. The Vitamins. Fundamental Aspects in Nutrition and Health. Elsevier Inc. 2008.

Chemical structures of vitamin B6 Name CH2OH Pyridoxine CHO Pyridoxal COOH Pyridoxic acid CH2NH2 Pyridoxamine November 28, 2018 Combs GF. The Vitamins. Fundamental Aspects in Nutrition and Health. Elsevier Inc. 2008.

Nomenclature Vitamin B6 is the generic descriptor for all 3-hydroxy-2-methylpyridine derivatives. The term pyridoxine is the trivial designation of one vitamin B6-active compound (3-hydroxy-4,5-bis(hydroxymethyl)-2-methylpyridine), which was formerly called adermin or pyridoxol. The biologically active analogs of pyridoxine are the aldehyde pyridoxal and the amine pyridoxamine. November 28, 2018 Combs GF. The Vitamins. Fundamental Aspects in Nutrition and Health. Elsevier Inc. 2008.

Chemical and physical properties Vitamers B6 are colorless crystals at room temperature. Each is very soluble in water, weakly soluble in ethanol and either insoluble or sparingly soluble in chloroform. Each is fairly stable in dry form and in solution. November 28, 2018 Combs GF. The Vitamins. Fundamental Aspects in Nutrition and Health. Elsevier Inc. 2008.

Chemical and physical properties Pyridoxine is oxidized in vivo and under mild oxidizing conditions in vitro to yield pyridoxal. The prominent feature of the chemical reactivity of pyridoxal is the ability of its aldehyde group to react with primary amino groups (of amino acids) to form Schiff bases. November 28, 2018 Combs GF. The Vitamins. Fundamental Aspects in Nutrition and Health. Elsevier Inc. 2008.

Chemical and physical properties The electron-withdrawing effect of the resulting Schiff base labilizes the other bonds on the bound carbon, thus serving as the basis of the catalytic roles of pyridoxal and pyridoxamine. November 28, 2018 Combs GF. The Vitamins. Fundamental Aspects in Nutrition and Health. Elsevier Inc. 2008.

Literature Combs GF. The Vitamins. Fundamental Aspects in Nutrition and Health. Elsevier Inc. 2008. November 28, 2018