Krauss, Corinna; Bubenzer, C.; Scheer, Hugo
STUDIES ON PLANT BILE PIGMENTS-6. PHOTOCHEMICALLY ASSISTED REACTION OF A-DIHYDROBILINDIONE WITH NUCLEOPHILES AS A MODEL FOR PHYTOCHROME INTERCONVERSION.
In: Photochemistriy and Photobiology, Vol. 38: pp. 473-477
From the A-dihydrobilindione 3. the pyridinium derivatives 6a,b and analogues thereof have
been obtained by a formal nucleophilic substitution. The reaction is rationalized as a photochemically
assisted oxidation of 3 with a subsequent regioselective addition of pyridine at C-5. By thermolysis.
6a.b yields back the parent bilin 3, together with an oxidation product. The significance of the reaction
with respect to the phytochrome interconversion is discussed.