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               512                                                                               Vitamins and Coenzymes


                                                                 The curative material, which is abundant in green leafy
                                                                 vegetables, was named folic acid. However, this name is
                                                                 usually reserved for the synthetic compound used in di-
                                                                 etary supplementation. The natural forms are largely the
                                                                 coenzymes (Fig. 6), which are collectively called folates.
                                                                 The last of the accepted human vitamins to be discovered
                                                                 was vitamin B 12 . A cobalt-containing organic compound
                                                                 needed in very small amounts, it cures and prevents per-
                                                                 nicious anemia, which was often a fatal disease of peo-
                                                                 ple over 60 years of age. Its complex structure (Fig. 7)
                                                                 was determined by X-ray diffraction after numerous ef-
                                                                 forts  at  chemical  characterization  had  failed.  However,
               FIGURE  5  The  vitamin  B 6  (pyridoxine)  family:  pyridoxol,  pyri-
                                                                 cyanocobalamin,thecompoundisolatedandtheformused
               doxal, pyridoxamine, and the coenzyme forms pyridoxal and pyri-
               doxamine phosphates.                              in nutritional supplementation, is an artifact of the isola-
                                                                 tion and synthesis. The natural vitamin may have OH in
                                                                 place of CN but consists largely of the coenzyme forms.
               that had been prepared in 1867 by oxidation of nicotine,  Have  all  of  the  vitamins  been  discovered?  Rodents
               but had not been recognized as a nutrient until 1935 when  have been reared on almost completely synthetic diets.
               it was shown to cure “black tongue” of dogs and shortly  However, good health in human beings may require addi-
               thereafter human pellagra. Biotin (Fig. 4) was first identi-  tional materials. For example, some essential compounds
               fied as a growth factor for yeast. Pantothenic acid (Fig. 4),  might be made by intestinal bacteria. Some essential coen-
               which is present in plentiful amounts in many foods, was  zymes  such  as  lipoic  acid,  ubiquinone  (coenzyme  Q),
               recognized as a curative agent for a dermatitis of chicks.  and pyrroloquinoline quinone (PQQ) may be vitamin-like.
               Vitamin B 6  (Fig. 5) prevented a facial dermatitis in rats  Their presence in foods may be beneficial. Some individ-
               (“rat pellagra”). Folic acid, first described by Lucy Wills in  uals may need as dietary components these compounds,
               Bombay, was identified as a vitamin that cured a macro-  which are normally made by the body. Another exam-
               cytic anemia that was often associated with pregnancy.  ple is the acyl-carrier molecule carnitine (Fig. 4), which



































                      FIGURE 6  The coenzyme tetrahydrofolic acid (tetrahydropteroylglutamic acid). The vitamin folic acid has two addi-
                      tional double bonds (dashed) in the second ring. Most of this coenzyme exists within cells as more complex forms
                      containing additional glutamic acid units attached to the side chain at the upper right.
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