Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 61, Issue 22, Pages -Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202200994
Keywords
Acyl Ligands; Biosynthesis; FeGP Cofactor; Guanylylpyridinol; [Fe]-Hydrogenase
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Funding
- Deutsche Forschungsgemeinschaft, Priority Program, Iron-Sulfur for Life [SPP1927, SH87/1-1, SH87/1-2]
- Max Planck Society
- Swiss National Science Foundation [200021_181977]
- Projekt DEAL
- Swiss National Science Foundation (SNF) [200021_181977] Funding Source: Swiss National Science Foundation (SNF)
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In this study, an in vitro biosynthesis assay of the FeGP cofactor was conducted using cell extract of a specific bacterium, revealing that pyridinol derivatives 1, 2, and 3 are precursors of the FeGP cofactor, with the carboxy group of 3 being converted to the acyl ligand.
In the FeGP cofactor of [Fe]-hydrogenase, low-spin Fe-II is in complex with two CO ligands and a pyridinol derivative; the latter ligates the iron with a 6-acylmethyl substituent and the pyridinol nitrogen. A guanylylpyridinol derivative, 6-carboxymethyl-3,5-dimethyl-4-guanylyl-2-pyridinol (3), is produced by the decomposition of the FeGP cofactor under irradiation with UV-A/blue light and is also postulated to be a precursor of FeGP cofactor biosynthesis. HcgC and HcgB catalyze consecutive biosynthesis steps leading to 3. Here, we report an in vitro biosynthesis assay of the FeGP cofactor using the cell extract of the Delta hcgB Delta hcgC strain of Methanococcus maripaludis, which does not biosynthesize 3. We chemically synthesized pyridinol precursors 1 and 2, and detected the production of the FeGP cofactor from 1, 2 and 3. These results indicated that 1, 2 and 3 are the precursors of the FeGP cofactor, and the carboxy group of 3 is converted to the acyl ligand.
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