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Zinc Substitution of Cobalt in Vitamin?B12 : Zincobyric acid and Zincobalamin as Luminescent Structural B12 -Mimics.

ABSTRACT: Replacing the central cobalt ion of vitamin B12 by other metals has been a long-held aspiration within the B12 -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?B12 , 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 CoII -corrins, making such Zn-corrins potentially useful for investigations of B12 -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 (ET =190?kJ?mol-1 ) and was found to be an excellent photo-sensitizer for 1 O2 (?? =0.70).

SUBMITTER: Kieninger C 

PROVIDER: S-EPMC6790578 | biostudies-literature | 2019 Oct

REPOSITORIES: biostudies-literature

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Zinc Substitution of Cobalt in Vitamin B<sub>12</sub> : Zincobyric acid and Zincobalamin as Luminescent Structural B<sub>12</sub> -Mimics.

Kieninger Christoph C   Baker Joseph A JA   Podewitz Maren M   Wurst Klaus K   Jockusch Steffen S   Lawrence Andrew D AD   Deery Evelyne E   Gruber Karl K   Liedl Klaus R KR   Warren Martin J MJ   Kräutler Bernhard B  

Angewandte Chemie (International ed. in English) 20190904 41

Replacing the central cobalt ion of vitamin B<sub>12</sub> by other metals has been a long-held aspiration within the B<sub>12</sub> -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<sub>12</sub> , respectively. The solution structures of Znby and Znbl were studied by NMR-spectroscopy. Single crystals of Znby were produced, providing the first X-ray crysta  ...[more]

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