The Formation of Pyrroline and Tetrahydropyridine Rings in Amino Acids Catalyzed by Pyrrolysine Synthase (PylD)
Type
ArticleKAUST Grant Number
FIC/2010/07Date
2014-06-10Online Publication Date
2014-06-10Print Publication Date
2014-07-28Permanent link to this record
http://hdl.handle.net/10754/599914
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Show full item recordAbstract
The dehydrogenase PylD catalyzes the ultimate step of the pyrrolysine pathway by converting the isopeptide L-lysine-Nε-3R-methyl-D-ornithine to the 22nd proteinogenic amino acid. In this study, we demonstrate how PylD can be harnessed to oxidize various isopeptides to novel amino acids by combining chemical synthesis with enzyme kinetics and X-ray crystallography. The data enable a detailed description of the PylD reaction trajectory for the biosynthesis of pyrroline and tetrahydropyridine rings as constituents of pyrrolysine analogues. © 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.Citation
Quitterer F, Beck P, Bacher A, Groll M (2014) The Formation of Pyrroline and Tetrahydropyridine Rings in Amino Acids Catalyzed by Pyrrolysine Synthase (PylD). Angew Chem Int Ed 53: 8150–8153. Available: http://dx.doi.org/10.1002/anie.201402595.Sponsors
This work was supported by the Hans-Fischer-Gesellschaft, by Award No. FIC/2010/07 from KAUST, and by the Deutsche Forschungsgemeinschaft (DFG, grant GR1861/7-1).Publisher
WileyJournal
Angewandte ChemiePubMed ID
24916332ae974a485f413a2113503eed53cd6c53
10.1002/anie.201402595