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Title: Structure and mechanism of NOV1, a resveratrol-cleaving dioxygenase

Journal Article · · Proceedings of the National Academy of Sciences of the United States of America
 [1];  [2];  [3];  [4];  [1];  [4];  [4];  [3];  [5];  [6]
  1. Joint BioEnergy Institute, Emeryville, CA 94608,, Molecular Biophysics &, Integrated Bioimaging Division, Lawrence Berkeley National Laboratory, Berkeley, CA 94720,
  2. Joint BioEnergy Institute, Emeryville, CA 94608,, Molecular Biophysics &, Integrated Bioimaging Division, Lawrence Berkeley National Laboratory, Berkeley, CA 94720,, Department of Chemical Engineering, University of Louisville, Louisville, KY 40292,, Conn Center for Renewable Energy Research, University of Louisville, Louisville, KY 40292,
  3. Department of Biochemistry, College of Agricultural and Life Sciences, University of Wisconsin, Madison, WI 53706,, Great Lakes Bioenergy Research Center, University of Wisconsin, Madison, WI 53706,
  4. Joint BioEnergy Institute, Emeryville, CA 94608,, Biological and Engineering Sciences Center, Sandia National Laboratories, Livermore, CA 94551,
  5. Joint BioEnergy Institute, Emeryville, CA 94608,, Biological Systems &, Engineering Division, Lawrence Berkeley National Laboratory, Berkeley, CA 94720,
  6. Joint BioEnergy Institute, Emeryville, CA 94608,, Molecular Biophysics &, Integrated Bioimaging Division, Lawrence Berkeley National Laboratory, Berkeley, CA 94720,, Department of Bioengineering, University of California, Berkeley, CA 94720
+ Show Author Affiliations

Significance NOV1 is a stilbene cleavage oxygenase (SCO). SCOs cleave the central double bond of stilbenes, forming two phenolic aldehydes. Many stilbenes, such as resveratrol, are produced by plants as secondary metabolites. They are also formed from lignin during kraft pulping. SCOs are related to carotenoid cleavage oxygenases (CCOs), which cleave β-carotene or apocarotenoids. Carotenoids play important roles in photosynthesis and light perception in the eye. We present the structure of an SCO and the structure of a CCO-related enzyme in ternary complex with oxygen and substrate. This structure allows us to propose a mechanism relevant to both SCOs and CCOs, where the substrate is activated for reaction with a ferric-superoxo electrophile by active site base-catalyzed deprotonation of a phenol group.

Research Organization:
Lawrence Berkeley National Laboratory (LBNL), Berkeley, CA (United States)
Sponsoring Organization:
National Institutes of Health (NIH); National Science Foundation (NSF); USDOE; USDOE Office of Science (SC), Basic Energy Sciences (BES) (SC-22); USDOE Office of Science (SC), Biological and Environmental Research (BER) (SC-23)
Grant/Contract Number:
AC02-05CH11231; FG02-07ER64495
OSTI ID:
1334195
Journal Information:
Proceedings of the National Academy of Sciences of the United States of America, Journal Name: Proceedings of the National Academy of Sciences of the United States of America Journal Issue: 50 Vol. 113; ISSN 0027-8424
Publisher:
Proceedings of the National Academy of SciencesCopyright Statement
Country of Publication:
United States
Language:
English

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37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
carotenoid
dioxygenase
stilbene
structure