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Record W2079054805 · doi:10.1021/ja0707254

Transition-State Mimicry by Glycosidase Inhibitors:  A Critical Kinetic Analysis

2007· article· en· W2079054805 on OpenAlexaff
Jacqueline Wicki, Spencer J. Williams, Stephen G. Withers

Bibliographic record

VenueJournal of the American Chemical Society · 2007
Typearticle
Languageen
FieldChemistry
TopicCarbohydrate Chemistry and Synthesis
Canadian institutionsUniversity of British Columbia
Fundersnot available
KeywordsChemistryMimicryGlycoside hydrolaseTransition (genetics)StereochemistryComputational chemistryOrganic chemistryEnzymeBiochemistryEcology

Abstract

fetched live from OpenAlex

A considerable effort has been invested in the design and synthesis of transition-state analogue inhibitors of glycosidases, particularly with respect to their potential as therapeutics. However, their characterization as transition-state mimics is generally based only upon their high affinity. To provide a quantitative evaluation of the mimicry afforded by two commonly used classes of inhibitors, a set of 10 active site mutants of the Cellulomonas fimi xylanase Cex was generated, and kinetic parameters for substrate hydrolysis as well as for inhibition by a set of 5 putative transition-state mimics were determined. Excellent linear free energy relationships ( r = 0.97−0.99) were seen between binding of the inhibitors and transition-state affinities for aza-sugar inhibitors with sp 2 -hybridized “anomeric” centers, while lesser, but still significant, correlations were seen for sp 3 -hybridized inhibitors. Future design and elaboration of both classes of compounds as bespoke glycosidase inhibitors should be carried out with these findings clearly in mind.

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 distilled prediction

Teacher imitation

Not calibrated prevalence, not ground truth. Human validation pending. Learned from the 10,348 direct Codex labels and 10,348 direct Gemma labels. Candidate is the union of thresholded teacher heads; consensus is their intersection. These outputs are machine_predicted_unvalidated and are not human labels or direct frontier model labels.

metaresearch head score (Codex)0.000
metaresearch head score (Gemma)0.000
Version: codex-gemma-dda1882f352aValidation 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 score0.005
Threshold uncertainty score0.685

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0000.000
Meta-epidemiology (narrow)0.0000.000
Meta-epidemiology (broad)0.0010.002
Bibliometrics0.0000.001
Science and technology studies0.0000.001
Scholarly communication0.0000.000
Open science0.0000.000
Research integrity0.0000.001
Insufficient payload (model declined to judge)0.0000.000

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 head0.006
GPT teacher head0.241
Teacher spread0.235 · 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 teacher head, 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

Citations42
Published2007
Admission routes1
Has abstractyes

Explore more

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