Premium
Studien in der Lumiflavin‐Reihe V. Spezifische Reaktivität 8‐ständiger Substituenten am Isoalloxazin‐Kern Flavin‐Dimere
Author(s) -
Hemmerich P.,
Prijs B.,
Erlenmeyer H.
Publication year - 1959
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19590420645
Subject(s) - chemistry , flavin group , nucleophile , riboflavin , redox , photochemistry , stereochemistry , medicinal chemistry , organic chemistry , enzyme , biochemistry , catalysis
The 8‐methyl group of riboflavin and lumiflavin is shown to be activated, in agreement with B. & A. Pullman's LCAO‐MO‐model. Chemical evidence for this is given by reactions of 8‐chloro‐7,10‐dimethyl‐flavin with nucleophilic agents, of 8‐methylflavins with NO and CO groups, and by the base‐catalysed dimerisation of 8‐methylflavins giving rise to a new class of flavin‐like pigments. The particular redox‐behaviour of these “biflavins” is described and their possible biochemical importance is discussed.