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STUDIES ON PLANT BILE PIGMENTS–6. PHOTOCHEMICALLY ASSISTED REACTION OF A‐DIHYDROBILINDIONE WITH NUCLEOPHILES AS A MODEL FOR PHYTOCHROME INTERCONVERSION
Author(s) -
Krauss C.,
Bubenzer C.,
Scheer H.
Publication year - 1979
Publication title -
photochemistry and photobiology
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.818
H-Index - 131
eISSN - 1751-1097
pISSN - 0031-8655
DOI - 10.1111/j.1751-1097.1979.tb07165.x
Subject(s) - phytochrome , nucleophile , chemistry , regioselectivity , pyridinium , pyridine , photochemistry , thermal decomposition , pigment , decomposition , medicinal chemistry , organic chemistry , catalysis , botany , biology , red light
— –From the A‐dihydrobilindione 3. the pyridinium derivatives 6a, b and analogues therwf 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.