- Iron(III)Porphinate/H2O2-Mediated Conversion of All-(E)-Retinol
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The reaction of hydrogen peroxide with all-(E)-retinol (1) catalyzed by (meso-tetraphenylporphinato)iron(III) led to the formation of 4-hydroxyretinol (2), 4-oxoretinol (3), 5,8-epoxyretinol (4), 5,6-epoxyretinol (5), 3-dehydroretinol (6), all-(E)- and 12-(Z)-retroretinol (7/7a) as well as all-(E)- and 12-(Z)-anhydroretinol (8/8a) as major non-volatile products.The conversion products were characterized by comparison of their chromatographic (HPLC) and spectroscopic data (UV; MS; 1H and 13C NMR) with those of synthesized reference compounds.The observed product formation supports the hypothesis of a C4 centered radical as the key intermediate of all-(E)-retinol conversion. - Keywords: 5,6- and 5,8-Epoxyretinol, 4-Hydroxyretinol, 4-Oxoretinol, Retinol Conversion
- Waldmann, Doris,Koenig, Thorsten,Schreier, Peter
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p. 589 - 594
(2007/10/02)
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- Photoaffinity labeling studies of bacteriorhodopsin with [ 15-3H]-3-diazo-4-keto-all-trans-retinal
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Photoaffinity mapping can be used to help clarify the tertiary structures of the retinal proteins bacteriorhodopsin (bR) and rhodopsin (Rh). An efficient photoaffinity labeled retinal analogue, [l5-3H]-all-trans-3-diazo-4-ketoretinal (specific
- Boehm, Marcus F.,Gawinowicz, Mary Ann,Foucault, Alain,Derguini, Fadila,Nakanishi, Koji
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p. 7779 - 7782
(2007/10/02)
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