Molecular basis of C-S bond cleavage in the glycyl radical enzyme isethionate sulfite-lyase

Dawson, Christopher D.; Irwin, Stephania M.; Backman, Lindsey R.F.; Le, Chip; Wang, Jennifer X.; Vennelakanti, Vyshnavi; Yang, Zhongyue; Kulik, Heather J.; Drennan, Catherine L.; Balskus, Emily P.

doi:10.1016/j.chembiol.2021.03.001

Molecular basis of C-S bond cleavage in the glycyl radical enzyme isethionate sulfite-lyase

Journal Article · Fri Mar 26 00:00:00 EDT 2021 · Cell Chemical Biology

DOI:https://doi.org/10.1016/j.chembiol.2021.03.001· OSTI ID:1824672

Dawson, Christopher D. ^[1]; ^[2]; Backman, Lindsey R.F. ^[3]; Le, Chip ^[2]; ^[4]; ^[5]; Yang, Zhongyue ^[6]; ^[6]; Drennan, Catherine L. ^[7]; Balskus, Emily P. ^[8]

Massachusetts Inst. of Technology (MIT), Cambridge, MA (United States). Dept. of Biology
Harvard Univ., Cambridge, MA (United States). Dept. of Chemistry and Chemical Biology
Massachusetts Inst. of Technology (MIT), Cambridge, MA (United States). Dept. of Chemistry
Harvard Univ., Cambridge, MA (United States). Harvard Center for Mass Spectrometry. Faculty of Arts and Sciences. Division of Science
Massachusetts Inst. of Technology (MIT), Cambridge, MA (United States). Dept. of Chemistry. Dept. of Chemical Engineering
Massachusetts Inst. of Technology (MIT), Cambridge, MA (United States). Dept. of Chemical Engineering
Massachusetts Inst. of Technology (MIT), Cambridge, MA (United States). Dept. of Biology. Dept. of Chemistry. Howard Hughes Medical Inst.
Harvard Univ., Cambridge, MA (United States). Dept. of Chemistry and Chemical Biology; Broad Inst., Cambridge, MA (United States)

Desulfonation of isethionate by the bacterial glycyl radical enzyme (GRE) isethionate sulfite-lyase (IslA) generates sulfite, a substrate for respiration that in turn produces the disease-associated metabolite hydrogen sulfide. Here, we present a 2.7 Å resolution X-ray structure of wild-type IslA from Bilophila wadsworthia with isethionate bound. In comparison with other GREs, alternate positioning of the active site β strands allows for distinct residue positions to contribute to substrate binding. These structural differences, combined with sequence variations, create a highly tailored active site for the binding of the negatively charged isethionate substrate. Through the kinetic analysis of 14 IslA variants and computational analyses, we probe the mechanism by which radical chemistry is used for C-S bond cleavage. This work further elucidates the structural basis of chemistry within the GRE superfamily and will inform structure-based inhibitor design of IsIA and thus of microbial hydrogen sulfide production.

View Accepted Manuscript (DOE)

Research Organization:: Argonne National Laboratory (ANL), Argonne, IL (United States). Advanced Photon Source (APS)

Sponsoring Organization:: USDOE Office of Science (SC)

Grant/Contract Number:: AC02-06CH11357

OSTI ID:: 1824672

Alternate ID(s):: OSTI ID: 1825766

Journal Information:: Cell Chemical Biology, Journal Name: Cell Chemical Biology Journal Issue: 9 Vol. 28; ISSN 2451-9456

Publisher:: Cell PressCopyright Statement

Country of Publication:: United States

Language:: ENGLISH

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37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
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carbon-sulfur bond cleavage
glycyl radical enzyme
human gut microbiome
hydrogen sulfide
isethionate
lyase
structural enzymology
sulfate-reducing bacteria
sulfite

Molecular basis of C-S bond cleavage in the glycyl radical enzyme isethionate sulfite-lyase

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