Structural Studies of Geosmin Synthase, a Bifunctional Sesquiterpene Synthase with αα Domain Architecture That Catalyzes a Unique Cyclization–Fragmentation Reaction Sequence

Harris, Golda G.; Lombardi, Patrick M.; Pemberton, Travis A.; Matsui, Tsutomu; Weiss, Thomas M.; Cole, Kathryn E.; Köksal, Mustafa; Murphy, Frank V.; Vedula, L. Sangeetha; Chou, Wayne W.; Cane, David E.; Christianson, David W.

doi:10.1021/acs.biochem.5b01143

Title: Structural Studies of Geosmin Synthase, a Bifunctional Sesquiterpene Synthase with αα Domain Architecture That Catalyzes a Unique Cyclization–Fragmentation Reaction Sequence

Journal Article · Tue Nov 24 00:00:00 EST 2015 · Biochemistry

DOI:https://doi.org/10.1021/acs.biochem.5b01143· OSTI ID:1229891

Harris, Golda G. ^[1]; Lombardi, Patrick M. ^[2]; Pemberton, Travis A. ^[1]; Matsui, Tsutomu ^[3]; Weiss, Thomas M. ^[3]; Cole, Kathryn E. ^[4]; Köksal, Mustafa ^[5]; Murphy, Frank V. ^[6]; Vedula, L. Sangeetha ^[1]; Chou, Wayne W. ^[7]; Cane, David E. ^[7]; Christianson, David W. ^[8]

Univ. of Pennsylvania, Philadelphia, PA (United States). Roy and Diana Vagelos Labs.
Univ. of Pennsylvania, Philadelphia, PA (United States). Roy and Diana Vagelos Labs.; Johns Hopkins Univ., Baltimore, MD (United States). School of Medicine
SLAC National Accelerator Lab., Menlo Park, CA (United States). Stanford Synchrotron Radiation Lightsource (SSRL)
Univ. of Pennsylvania, Philadelphia, PA (United States). Roy and Diana Vagelos Labs.; Christopher Newport Univ., Newport News, VA (United States)
Univ. of Pennsylvania, Philadelphia, PA (United States). Roy and Diana Vagelos Labs.; Izmir Inst. of Technology (IYTE), Izmir (Turkey)
Argonne National Lab. (ANL), Argonne, IL (United States). Advanced Photon Source (APS)
Brown Univ., Providence, RI (United States)
Univ. of Pennsylvania, Philadelphia, PA (United States). Roy and Diana Vagelos Labs.; Harvard Univ., Cambridge, MA (United States). Radcliffe Inst. for Advanced Study

Geosmin synthase from Streptomyces coelicolor (ScGS) catalyzes an unusual, metal-dependent terpenoid cyclization and fragmentation reaction sequence. Two distinct active sites are required for catalysis: the N-terminal domain catalyzes the ionization and cyclization of farnesyl diphosphate to form germacradienol and inorganic pyrophosphate (PP_i), and the C-terminal domain catalyzes the protonation, cyclization, and fragmentation of germacradienol to form geosmin and acetone through a retro-Prins reaction. A unique αα domain architecture is predicted for ScGS based on amino acid sequence: each domain contains the metal-binding motifs typical of a class I terpenoid cyclase, and each domain requires Mg²⁺ for catalysis. In this paper, we report the X-ray crystal structure of the unliganded N-terminal domain of ScGS and the structure of its complex with three Mg²⁺ ions and alendronate. These structures highlight conformational changes required for active site closure and catalysis. Although neither full-length ScGS nor constructs of the C-terminal domain could be crystallized, homology models of the C-terminal domain were constructed on the basis of ~36% sequence identity with the N-terminal domain. Small-angle X-ray scattering experiments yield low-resolution molecular envelopes into which the N-terminal domain crystal structure and the C-terminal domain homology model were fit, suggesting possible αα domain architectures as frameworks for bifunctional catalysis.

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

Sponsoring Organization:: USDOE Office of Science (SC), Basic Energy Sciences (BES). Scientific User Facilities Division; National Institutes of Health (NIH)

Grant/Contract Number:: AC02-06CH11357; AC02-05CH11231; P41 GM103403

OSTI ID:: 1229891

Journal Information:: Biochemistry, Vol. 54, Issue 48; ISSN 0006-2960

Publisher:: American Chemical Society (ACS)Copyright Statement

Country of Publication:: United States

Language:: ENGLISH

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Cited by: 30 works

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