Zinc Substitution of Cobalt in Vitamin B 12 : Zincobyric acid and Zincobalamin as Luminescent Structural B 12 ‐Mimics | Zendy

Kieninger Christoph | Zendy; Baker Joseph A. | Zendy; Podewitz Maren | Zendy; Wurst Klaus | Zendy; Jockusch Steffen | Zendy; Lawrence Andrew D. | Zendy; Deery Evelyne | Zendy; Gruber Karl | Zendy; Liedl Klaus R. | Zendy; Warren Martin J. | Zendy; Kräutler Bernhard | Zendy

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Zinc Substitution of Cobalt in Vitamin B 12 : Zincobyric acid and Zincobalamin as Luminescent Structural B 12 ‐Mimics

Author(s) -

Kieninger Christoph,

Baker Joseph A.,

Podewitz Maren,

Wurst Klaus,

Jockusch Steffen,

Lawrence Andrew D.,

Deery Evelyne,

Gruber Karl,

Liedl Klaus R.,

Warren Martin J.,

Kräutler Bernhard

Publication year - 2019

Publication title -

angewandte chemie

Language(s) - English

Resource type - Journals

eISSN - 1521-3757

pISSN - 0044-8249

DOI - 10.1002/ange.201908428

Subject(s) - cobalt , corrin , zinc , intersystem crossing , chemistry , singlet state , crystallography , triplet state , excited state , photochemistry , inorganic chemistry , molecule , organic chemistry , physics , nuclear physics

Replacing the central cobalt ion of vitamin B 12 by other metals has been a long‐held aspiration within the B 12 ‐field. Herein, we describe the synthesis from hydrogenobyric acid of zincobyric acid ( Znby ) and zincobalamin ( Znbl ), the Zn‐analogues of the natural cobalt‐corrins cobyric acid and vitamin B 12 , respectively. The solution structures of Znby and Znbl were studied by NMR‐spectroscopy. Single crystals of Znby were produced, providing the first X‐ray crystallographic structure of a zinc corrin. The structures of Znby and of computationally generated Znbl were found to resemble the corresponding Co II ‐corrins, making such Zn‐corrins potentially useful for investigations of B 12 ‐dependent processes. The singlet excited state of Znby had a short life‐time, limited by rapid intersystem crossing to the triplet state. Znby allowed the unprecedented observation of a corrin triplet ( E T =190 kJ mol −1 ) and was found to be an excellent photo‐sensitizer for 1 O 2 (Φ Δ =0.70).

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