Replacement of the Cobalt Center of Vitamin B12 by Nickel: Nibalamin and Nibyric Acid Prepared from Metal-Free B12 â
Ligands Hydrogenobalamin and Hydrogenobyric Acid.
Angew Chem Int Ed Engl
; 59(45): 20129-20136, 2020 11 02.
Article
em En
| MEDLINE
| ID: mdl-32686888
ABSTRACT
The (formal) replacement of Co in cobalamin (Cbl) by NiII generates nibalamin (Nibl), a new transition-metal analogue of vitaminâ
B12 . Described here is Nibl, synthesized by incorporation of a NiII ion into the metal-free B12 â
ligand hydrogenobalamin (Hbl), itself prepared from hydrogenobyric acid (Hby). The related NiII â
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.
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01-internacional
Base de dados:
MEDLINE
Assunto principal:
Vitamina B 12
/
Cobalto
/
Níquel
Idioma:
En
Revista:
Angew Chem Int Ed Engl
Ano de publicação:
2020
Tipo de documento:
Article