Uncovering the chemistry of C–C bond formation in C-nucleoside biosynthesis: crystal structure of a C-glycoside synthase/PRPP complex

Sisi Gao; Ashish Radadiya; Wenbo Li; Huanting Liu; Wen Zhu; Valérie de Crécy-Lagard; Nigel G. J. Richards; James H. Naismith

doi:10.1039/D0CC02834G

Uncovering the chemistry of C–C bond formation in C-nucleoside biosynthesis: crystal structure of a C-glycoside synthase/PRPP complex†

Sisi Gao,

‡^ab Ashish Radadiya,

‡^c Wenbo Li,‡^d Huanting Liu,^b Wen Zhu,

^e Valérie de Crécy-Lagard,

^f Nigel G. J. Richards

*^cg and James H. Naismith

*^dh

Author affiliations

* Corresponding authors

^a Research Complex at Harwell, Didcot, UK

^b BSRC, University of St Andrews, St Andrews, UK

^c School of Chemistry, Cardiff University, Cardiff, UK

^d Division of Structural Biology, University of Oxford, Oxford, UK
E-mail: naismith@strubi.ox.ac.uk

^e Department of Chemistry and California Institute for Quantitative Biosciences, University of California, Berkeley, CA 94720, USA

^f Department of Microbiology, University of Florida, Gainesville, FL 32611, USA

^g Foundation for Applied Molecular Evolution, Alachua, FL 32615, USA

^h The Rosalind Franklin Institute, Didcot, UK

Abstract

The enzyme ForT catalyzes C–C bond formation between 5′-phosphoribosyl-1′-pyrophosphate (PRPP) and 4-amino-1H-pyrazole-3,5-dicarboxylate to make a key intermediate in the biosynthesis of formycin A 5′-phosphate by Streptomyces kaniharaensis. We report the 2.5 Å resolution structure of the ForT/PRPP complex and locate active site residues critical for PRPP recognition and catalysis.

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DOI: https://doi.org/10.1039/D0CC02834G
Article type: Communication
Submitted: 19 Apr 2020
Accepted: 14 May 2020
First published: 09 Jun 2020
This article is Open Access

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Chem. Commun., 2020,56, 7617-7620

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Uncovering the chemistry of C–C bond formation in C-nucleoside biosynthesis: crystal structure of a C-glycoside synthase/PRPP complex

S. Gao, A. Radadiya, W. Li, H. Liu, W. Zhu, V. de Crécy-Lagard, N. G. J. Richards and J. H. Naismith, Chem. Commun., 2020, 56, 7617 DOI: 10.1039/D0CC02834G

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Chemical Communications

Uncovering the chemistry of C–C bond formation in C-nucleoside biosynthesis: crystal structure of a C-glycoside synthase/PRPP complex†

Abstract

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Uncovering the chemistry of C–C bond formation in C-nucleoside biosynthesis: crystal structure of a C-glycoside synthase/PRPP complex

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