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Record W1968110315 · doi:10.1021/jp100955u

Extended Apolar β-Peptide Foldamers: The Role of Axis Chirality on β-Peptide Sheet Stability

2010· article· en· W1968110315 on OpenAlexaff
Gábor Pohl, Tamás Beke‐Somfai, Imre G. Csizmadia, András Perczel

Bibliographic record

VenueThe Journal of Physical Chemistry B · 2010
Typearticle
Languageen
FieldBiochemistry, Genetics and Molecular Biology
TopicChemical Synthesis and Analysis
Canadian institutionsUniversity of Toronto
Fundersnot available
KeywordsFoldamerChemistryPeptideSupramolecular chemistryConformational isomerismMonomerBeta sheetCrystallographyChirality (physics)StereochemistrySupramolecular chiralityNanomaterialsPolymerMoleculeNanotechnologyCrystal structureMaterials scienceOrganic chemistry

Abstract

fetched live from OpenAlex

This study is on structure and stability of sheetlike conformers of beta-peptides; never seen new foldamers are reported here for the first time. Single- and double-stranded structures are analyzed, and the seeds of large beta-layers and biocompatible nanomaterials are described here. Both the monomeric, HCO-[NH-CH(2)-CH(2)CO](n)-NH(2), and dimeric forms, [HCO-(beta-Ala)(n)-NH(2)](2) n = 3 and 4, of oligo-beta-alanine supramolecular complexes are evaluated by using an adequate level of theory M052X/6-31G(d) for peptides of this size. Polymers composed of backbone foldamers with the central mu torsion angle set to an anti orientation were all probed. Sheet structures built up of strands with carbonyl groups monotonically facing the same spatial direction, polar strands, were previously assigned and synthesized ( Seebach , D. Chem. Biodiversity 2004 , 1 , 1111 - 1239 ). Now we are presenting a novel beta-peptide sheet structure of alternating carbonyl group orientations, called as apolar strands. These novel secondary structural elements of beta-peptides are structural analogs of beta-pleated sheets of proteins. Interestingly enough, the latter type of apolar strands are foreseen as very stable supramolecular complexes and are more firm by approximately 10 kcal.mol(-1) than the aforementioned polar strands. Furthermore, apolar strands lack the inherent twisting of beta-layers, present in polar strands resulting in the tubular shape. Once the effect of substitution of Hbeta1 and/or Hbeta2 atoms are revealed on foldamer stability, short peptide sequence could be designed and synthesized. These new, conformationally optimized beta-sheetlike nanostructures of increased stability with little or no twisting could be used as enzymatically resistant ( Frackenpohl , J. , Arvidsson , P. I. , Schreiber , J. V. , and Seebach , D. ChemBioChem 2001 , 2 , 445 - 455 ) biomaterials. These newly designed models systems could enlarge the arsenal of durable polyesters of similar chemical constitution (e.g., -[O-CH(CH(3))-CH(2)CO](n)- and -[O-CH(COOH)-CH(2)CO](n)-) already used as artificial heart valves, for example.

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)0.001
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 score0.004
Threshold uncertainty score0.407

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0010.000
Meta-epidemiology (narrow)0.0000.000
Meta-epidemiology (broad)0.0000.001
Bibliometrics0.0000.000
Science and technology studies0.0000.000
Scholarly communication0.0000.000
Open science0.0010.000
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 head0.234
Teacher spread0.228 · 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

Citations16
Published2010
Admission routes1
Has abstractyes

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