VITAMINS
Online ISSN : 2424-080X
Print ISSN : 0006-386X
CHEMICAL STUDIES ON VITAMIN B_<12> AND ITS RELATED COMPOUNDS : (XXVI) RELATION BETWEEN THE CHANGES IN ABSORPTION SPECTRUM AND IN CHEMICAL STRUCTURE OF CORRINOID COMPOUNDS CAUSED BY PROTONATION
Shoichi SHIMIZUToru KOMAIRyohei YAMADATadakatsu KATO
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1966 Volume 33 Issue 6 Pages 682-686

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Abstract
This paper deals with so called red-yellow shift, the color change of corrinoid compounds caused by pH change. The relation between absorption spectrum and electronic charge in cyanocobalamin, monocyano-monoaquocobinamide, methylcobalamin and monomethyl-monoaquocobinamide was examined in a range of pH 1〜11. A spectral change accompanied with a charge change was found to occur at pH 2.5〜3.5 and at pH 8〜9 respectively in methylcobalamin and in monocyano-monoaquocobinamide, while cyanocobalamin was always neutral and red in the whole pH range, and monomethyl-monoaquocobinamide was always positive and yellow above pH 3. Although the results described above suggested that the yellow color was due to the protonation, monomethyl-monothiocyanatocobinamide was found to be neutral in spite of its yellow color, the absorption maximum being at 475mμ. Considering that the absorption maximum of monomethyl-monopyridinocobinamide and monomethyl-monocyanocobinamide was at 523mμ and at 580mμ respectively, it is concluded that the visible absorption spectrum of a corrinoid compound with a certain upper ligand depends upon the lower ligand very much. The color change caused by protonation can be thus explained as a result of a replacement of the lower ligand.
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© 1966 THE VITAMIN SOCIETY OF JAPAN

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https://creativecommons.org/licenses/by-nc-nd/4.0/deed.ja
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