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Molecular basis and biological relevance of bacterial and plant pinoresinol/lariciresinol reductase specificities

Journal Article · · Protein Science
DOI:https://doi.org/10.1002/pro.70436· OSTI ID:3015562
 [1];  [2];  [2];  [2];  [3];  [3];  [2];  [2]
  1. SLAC National Accelerator Laboratory (SLAC), Menlo Park, CA (United States). Stanford Synchrotron Radiation Lightsource (SSRL); Stanford Univ., CA (United States)
  2. Washington State Univ., Pullman, WA (United States)
  3. Oak Ridge National Laboratory (ORNL), Oak Ridge, TN (United States)
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A bacterial pinoresinol/lariciresinol reductase (PLR) homolog named NrPinZ was obtained from a Novosphingobium rhizosphaerae sp. LY bacterial strain, with NrPinZ being part of its 5-step biochemical system catabolizing pinoresinol into coniferyl aldehyde and vanillin. Recombinant NrPinZ reduces racemic 8–8′ furanofuran lignans [(±)-pinoresinols, medioresinols, and syringaresinols] with similar overall catalytic efficiencies. In those reductions, only one of the two furan ring systems is reduced. Two other bacterial PLR homologs, NaPinZ and SlPinZ, from N. aromaticivorans F199 and Sphingobium lignivorans SYK-6, respectively, had comparable substrate versatilities and catalytic efficacies. Plant PLR homologs, by comparison, are either enantiospecific, enantioselective, or variants thereof, being able to reduce either one or both furan rings. For example, a recombinant enantioselective PLR (PLR_Tp2) from western red cedar (Thuja plicata) preferentially reduces both (+)-pinoresinol furan rings to afford (−)-secoisolariciresinol. BoltZ-2 modeling of NrPinZ and PLR_Tp2, together with substrate docking of (+)- and (−)-pinoresinols, medioresinols, and syringaresinols, was very instructive. The NrPinZ active site P1/P2 sub-pockets allow for both racemic forms to be catabolized. Conversely, the smaller P1 pocket in PLR_Tp2 preferentially positions (+)-pinoresinol for downstream metabolism into (−)-secoisolariciresinol, thereby providing a biochemical explanation for the different stereochemical outcomes. NrPinZ, NaPinZ, and SlPinZ, catalyzing substrate versatile catabolism of both racemic forms, may have important ramifications for gymnosperm and angiosperm lignin and lignan biodegradation, including its evolutionary significance and potential in enzyme engineering.
Research Organization:
Oak Ridge National Laboratory (ORNL), Oak Ridge, TN (United States)
Sponsoring Organization:
National Institutes of Health (NIH); USDOE Office of Science (SC), Biological and Environmental Research (BER)
Grant/Contract Number:
AC05-00OR22725
OSTI ID:
3015562
Journal Information:
Protein Science, Journal Name: Protein Science Journal Issue: 2 Vol. 35; ISSN 0961-8368; ISSN 1469-896X
Publisher:
Wiley -- The Protein SocietyCopyright Statement
Country of Publication:
United States
Language:
English

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Related Subjects

Boltz-2 molecular modeling
Novosphingobium aromaticivorans F199
Novosphingobium rhizosphaerae
Sphingobium lignivorans SYK-6
catabolism
lignans
lignin
lignin biodegradation
pinoresinol reductase
pinoresinollariciresinol reductase
western redcedar (Thuja plicata)