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Record W2517653083 · doi:10.1074/jbc.m116.747261

Structural and Functional Studies of Pavine N-Methyltransferase from Thalictrum flavum Reveal Novel Insights into Substrate Recognition and Catalytic Mechanism

2016· article· en· W2517653083 on OpenAlexafffund
Megan Torres, Elesha R. Hoffarth, Luiz Eugenio, J. Savtchouk, Xue Chen, Jeremy S. Morris, Peter J. Facchini, Kenneth Ng

Bibliographic record

VenueJournal of Biological Chemistry · 2016
Typearticle
Languageen
FieldMedicine
TopicBerberine and alkaloids research
Canadian institutionsUniversity of CalgaryAlberta Glycomics Centre
FundersSLAC National Accelerator LaboratoryBiological and Environmental ResearchNational Center for Research ResourcesNational Institute of General Medical SciencesNational Research Council CanadaCanadian Light SourceNatural Sciences and Engineering Research Council of CanadaAlberta Glycomics CentreCanadian Institutes of Health ResearchOffice of ScienceNational Institutes of HealthWestern Economic Diversification CanadaAlberta Innovates - Health SolutionsUniversity of SaskatchewanAlberta InnovatesU.S. Department of Energy
KeywordsBenzylisoquinolineStereochemistryMutagenesisTransferaseBiosynthesisBiochemistryChemistrySubstrate (aquarium)BiologyEnzymeMutation

Abstract

fetched live from OpenAlex

Benzylisoquinoline alkaloids (BIAs) are produced in a wide variety of plants and include many common analgesic, antitussive, and anticancer compounds. Several members of a distinct family of S -adenosylmethionine (SAM)-dependent N -methyltransferases (NMTs) play critical roles in BIA biosynthesis, but the molecular basis of substrate recognition and catalysis is not known for NMTs involved in BIA metabolism. To address this issue, the crystal structure of pavine NMT from Thalictrum flavum was solved using selenomethionine-substituted protein ( d min = 2.8 Å). Additional structures were determined for the native protein ( d min = 2.0 Å) as well as binary complexes with SAM ( d min = 2.3 Å) or the reaction product S -adenosylhomocysteine ( d min = 1.6 Å). The structure of a complex with S -adenosylhomocysteine and two molecules of tetrahydropapaverine (THP; one as the S conformer and a second in the R configuration) ( d min = 1.8 Å) revealed key features of substrate recognition. Pavine NMT converted racemic THP to laudanosine, but the enzyme showed a preference for (±)-pavine and ( S )-reticuline as substrates. These structures suggest the involvement of highly conserved residues at the active site. Mutagenesis of three residues near the methyl group of SAM and the nitrogen atom of the alkaloid acceptor decreased enzyme activity without disrupting the structure of the protein. The binding site for THP provides a framework for understanding substrate specificity among numerous NMTs involved in the biosynthesis of BIAs and other specialized metabolites. This information will facilitate metabolic engineering efforts aimed at producing medicinally important compounds in heterologous systems, such as yeast.

Fetched live from OpenAlex and de-inverted. Abstracts are not stored in this database: the inverted indexes are 8.6 GB of the frame’s 9.3 GB of text, and the host has 13 GB free.

How this classification was reachedexpand

Full frame machine prediction

Teacher imitation

Not calibrated prevalence, not ground truth. Human validation pending. The Gemma side is a direct model label for every work in the frame, read from the title-only record. The Codex side is a classifier learned from the 10,348 direct Codex labels and calibrated to design-weighted sample rates; fields without enough sample support carry no Codex call. Candidate is the union of the two sides; consensus is their intersection. These outputs are machine_predicted_unvalidated and are not human labels.

metaresearch head score (Codex)0.000
metaresearch head score (Gemma)0.000
Version: metacan-v3-hybrid-931329e0061cValidation status: machine_predicted_unvalidated
Candidate categoriesnone
Consensus categoriesnone
DomainCandidate signal: none · Consensus signal: none
Study designCandidate signal: Bench or experimental · Consensus signal: Bench or experimental
GenreCandidate signal: Empirical · Consensus signal: Empirical
Teacher disagreement score0.003
Threshold uncertainty score0.006

Distilled classifier scores by category (both heads)

CategoryCodexGemma
Metaresearch0.0000.000
Meta-epidemiology (narrow)0.0000.000
Meta-epidemiology (broad)0.0000.000
Bibliometrics0.0000.000
Science and technology studies0.0000.000
Scholarly communication0.0000.000
Open science0.0000.000
Research integrity0.0000.000
Insufficient payload (model declined to judge)0.0010.000

Machine scores (provisional)

The two teacher heads of the student model, read on this work. A score orders the frame for review; it never asserts a category, and the validation status ships verbatim with every row.

Baseline scores from an immature model (maturity gate not passed, 7 training rounds). Scores rank; they never assert a category.

Opus teacher head0.099
GPT teacher head0.308
Teacher spread0.209 · how far apart the two teachers sit on this one work
Validation statusscore_only:v0-immature-baseline · verbatim from the scoring run: score_only means the number may rank works, and no category label ships from it

Classification

machine, unvalidated

Machine predicted; a candidate call from one source (direct Gemma or distilled Codex), not a consensus.

The models applied no category: nothing in the taxonomy fit this work.
Study designBench or experimental
Domainnot available
GenreEmpirical

How this classification was reached, model by model and score by score, is at the end of the page under "How this classification was reached".

Quick stats

Citations36
Published2016
Admission routes2
Has abstractyes

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