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Kieninger, Christoph, Wurst, Klaus, Podewitz, Maren, Stanley, Maria, Deery, Evelyne, Lawrence, Andrew D., Liedl, Klaus R., Warren, Martin J. 
ORCID: https://orcid.org/0000-0002-6028-6456 and Kräutler, Bernhard
(2020)
Replacement of the cobalt center of vitamin B12 by nickel: Nibalamin and nibyric acid prepared from metal-free B12 ligands hydrogenobalamin and hydrogenobyric acid.
Angewandte Chemie - International Edition, 59 (45).
pp. 20129-20136.
ISSN 1433-7851
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Abstract
The (formal) replacement of Co in cobalamin (Cbl) by NiII generates nibalamin (Nibl), a new transition-metal analogue of vitamin B12. Described here is Nibl, synthesized by incorporation of a NiII ion into the metal-free B12 ligand hydrogenobalamin (Hbl), itself prepared from hydrogenobyric acid (Hby). The related NiII corrin nibyric acid (Niby) was similarly synthesized from Hby, the metal-free cobyric acid ligand. The solution structures of Hbl, and Niby and Nibl, were characterized by spectroscopic studies. Hbl features two inner protons bound at N2 and N4 of the corrin ligand, as discovered in Hby. X-ray analysis of Niby shows the structural adaptation of the corrin ligand to NiII ions and the coordination behavior of NiII. The diamagnetic Niby and Nibl, and corresponding isoelectronic CoI corrins, were deduced to be isostructural. Nibl is a structural mimic of four-coordinate base-off Cbls, as verified by its ability to act as a strong inhibitor of bacterial adenosyltransferase.
| Item Type: | Article |
|---|---|
| Additional Information: | Funding Information: This work was supported by grants from the Austria Science Fund (FWF, P‐28892, P‐33059) to BK and (FWF M‐2005) to MP, and from the Biotechnology and Biological Sciences Research Council (BBSRC; BB/S014020/1, BB/K009249/1 and BB/S002197/1) and Royal Society (INF\R2\180062) to MJW. Part of the computational results presented was obtained using the HPC infrastructure LEO of the University of Innsbruck and the Vienna Scientific Cluster (VSC). |
| Uncontrolled Keywords: | cobalamins,crystal structures,porphyrinoids,transition metals,vitamins,catalysis,chemistry(all) ,/dk/atira/pure/subjectarea/asjc/1500/1503 |
| Faculty \ School: | Faculty of Science |
| UEA Research Groups: | Faculty of Medicine and Health Sciences > Research Centres > Norwich Institute for Healthy Aging |
| Related URLs: | |
| Depositing User: | LivePure Connector |
| Date Deposited: | 20 Sep 2022 14:30 |
| Last Modified: | 18 Apr 2023 14:30 |
| URI: | https://ueaeprints.uea.ac.uk/id/eprint/88475 |
| DOI: | 10.1002/anie.202008407 |
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