Studien in der Lumiflavin‐Reihe V. Spezifische Reaktivität 8‐ständiger Substituenten am Isoalloxazin‐Kern Flavin‐Dimere | Zendy

Hemmerich P. | Zendy; Prijs B. | Zendy; Erlenmeyer H. | Zendy

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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.

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