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Record W2081732056 · doi:10.1002/ejoc.200700116

Conformation of Trisialic Acid Lactone: NMR Spectroscopic Analysis and Molecular Dynamics Simulation

2007· article· en· W2081732056 on OpenAlexaff
Chien‐Sheng Chen, Yi‐Ping Yu, Chun‐Hua Hsu, Ying‐Ta Wu, Wei Zou, Jim‐Min Fang, Shih‐Hsiung Wu

Bibliographic record

VenueEuropean Journal of Organic Chemistry · 2007
Typearticle
Languageen
FieldBiochemistry, Genetics and Molecular Biology
TopicGlycosylation and Glycoproteins Research
Canadian institutionsInstitute for Biological Sciences
FundersShanghai Ocean UniversityAcademia SinicaNational Science Council
KeywordsChemistryLactoneMolecular dynamicsStereochemistryPyranoseSteric effectsNuclear magnetic resonance spectroscopyCrystallographyMolecular modelCyclohexane conformationMoleculeComputational chemistryHydrogen bondOrganic chemistry

Abstract

fetched live from OpenAlex

Abstract The conformation of the trisialic acid lactone α2,8‐(NeuAc)3 was analyzed by a combination of NMR spectroscopy, molecular modelling and molecular dynamic (MD) calculations. The interresidue NOEs provided 14 important distance restraints for the molecular simulation, and the final simulated structures showed a root mean square deviation of 0.78 for all superimposed structures. Because of the steric hindrance from the spirobicyclic δ‐lactone, the individual sialic acid pyranose rings are considered essential in the chair 5C2 conformation. In addition, lactone I close to the nonreducing end adopted a half‐chair A2HCB9 conformation, whereas lactone II, which is close to the reducing end adopted a skewed twist‐boat C2SC9 conformation. In the NMR solution structure and in the 1.0‐ns, in‐water MD calculation, the final simulated structures are in the exocyclic torsions (ω7, ω8) = (gauche–anti) surface of the energy adiabatic map, where the global minimum can be found. During the in‐water MD simulation, a slight fluctuation in the structure was observed, reflecting the steady conformation of the lactone and the middle residue of the trisaccharide. These data are consistent with a theoretical approach of polysialic acid (PSA) polylactone with torsions (ω7, ω8) = (65°, 175°) and (Φ, Ψ) = (75.8°, –112.4°). Thus, we conclude that the PSA polylactone is a right‐hand helix with a rotation angle, μ, of 240° and a repeating unit, n, of 1.5 residues. The structural properties of the PSA lactone discussed within this context differ from the helical epitope of G2+ PSA and may serve in future PSA‐related antigen designs. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)

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: Simulation or modeling · Consensus signal: Simulation or modeling
GenreCandidate signal: Empirical · Consensus signal: Empirical
Teacher disagreement score0.009
Threshold uncertainty score0.017

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 studies0.0010.000
Scholarly communication0.0000.000
Open science0.0010.000
Research integrity0.0010.001
Insufficient payload (model declined to judge)0.0030.000

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 head0.259
Teacher spread0.254 · 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 designSimulation or modeling
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

Citations5
Published2007
Admission routes1
Has abstractyes

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