Conversion of pyridoxine into 6-hydroxypyridoxine by food components, especially ascorbic acid.
In experiments designed to examine interactions between pyridoxine (PN) and food components, PN was found to be converted into an unidentified compound in the presence of the homogenates of various plant foods under mild conditions. The formation of the compound tended to be higher when food samples had a higher ascorbic acid (AsA) content. The reaction was neither thermal decomposition nor photodecomposition. This compound was also formed by incubating PN with AsA in the dark. Conversion of PN into the compound proceeded with oxidation of AsA, and was negligible under anaerobic conditions. The pH optimum for the reaction was between 4 and 7, and the temperature optimum was between 30 and 50 degrees C. The compound was purified by ion-exchange chromatography, isolated as colorless needles, and identified as 6-hydroxypyridoxine from UV, PMR, IR and MS spectral data. 6-Hydroxypyridoxine had neither vitamin B6 nor antivitamin B6 activity for Saccharomyces carlsbergensis 4228 (ATCC 9080). From these results, we inferred that hydroxylation of PN in the presence of food components, especially AsA, caused loss of vitamin B6 in plant foods during food processing, storage and cooking.
D001205:Ascorbic Acid / Q000378:metabolism*; D005511:Food Handling; D005638:Fruit / Q000378:metabolism; D010084:Oxidation-Reduction; D010936:Plant Extracts / Q000378:metabolism*; D011736:Pyridoxine / Q000031:analogs & derivatives* / Q000096:biosynthesis / Q000378:metabolism*; D014675:Vegetables / Q000378:metabolism
D010936:Plant Extracts; C050341:6-hydroxypyridoxine; D011736:Pyridoxine; D001205:Ascorbic Acid