The Design of Metal Chelates with a Biologically Related Redox‐Active Part: Conjugation of Riboflavin to Bis(2‐pyridylmethyl)amine Ligand and Preparation of a Ferric Complex | Zendy

Thallaj Nasser K. | Zendy; Mandon Dominique | Zendy; White Kristen A. | Zendy

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The Design of Metal Chelates with a Biologically Related Redox‐Active Part: Conjugation of Riboflavin to Bis(2‐pyridylmethyl)amine Ligand and Preparation of a Ferric Complex

Author(s) -

Thallaj Nasser K.,

Mandon Dominique,

White Kristen A.

Publication year - 2007

Publication title -

european journal of inorganic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.667

H-Index - 136

eISSN - 1099-0682

pISSN - 1434-1948

DOI - 10.1002/ejic.200600789

Subject(s) - chemistry , moiety , amine gas treating , flavin group , ligand (biochemistry) , chelation , redox , ferric , medicinal chemistry , metal , combinatorial chemistry , photochemistry , stereochemistry , inorganic chemistry , organic chemistry , enzyme , biochemistry , receptor

Reaction of a twofold molar excess of bis(2‐pyridylmethyl)amine DPA with 8α‐bromoAc4riboflavin in dry DMF over 24 h affords the 8α‐[bis(2‐pyridylmethyl)amine]‐ N ‐Ac 4 riboflavin ligand. This compound can be described as a tweezer in which the flavin moiety acts as a potential electron mediator. The trichloroferric complex has been prepared, and together with the low potential reduction wave of the flavin moiety, the presence of a reversible Fe III /Fe II couple at a higher potential is observed. The deacetylated ligand 8α‐[bis(2‐pyridylmethyl)amine]‐ N ‐riboflavin can easily be obtained. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)

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