1. Chemical and physical properties of pyridoxine
Domina Petric, MD

2. Essential features of the chemical structure:
Derivative of 3-hydroxy-2-methyl-5-hydroxypyridine
Phosphorylatable 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

3. 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

4. Nomenclature
Vitamin B6 is the generic descriptor for all 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

5. 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

6. 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

7. 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

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