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Record W2619469509 · doi:10.1002/chem.201701602

Helically Chiral Peptides That Contain Ferrocene‐1,1′‐diamine Scaffolds as a Turn Inducer

2017· article· en· W2619469509 on OpenAlexafffund
Monika Kovačević, Ivan Kodrin, Sunčica Roca, Krešimir Molčanov, Yuning Shen, Bimalendu Adhikari, Heinz‐Bernhard Kraatz, Lidija Barišić

Bibliographic record

VenueChemistry - A European Journal · 2017
Typearticle
Languageen
FieldChemistry
TopicFerrocene Chemistry and Applications
Canadian institutionsUniversity of Toronto
FundersNatural Sciences and Engineering Research Council of CanadaHrvatska Zaklada za Znanost
KeywordsConformational isomerismChemistryHydrogen bondChirality (physics)PeptidomimeticStereochemistryFerroceneFolding (DSP implementation)DiamineTurn (biochemistry)CrystallographyPeptidePolymer chemistryMoleculeOrganic chemistry

Abstract

fetched live from OpenAlex

Abstract A series of peptides that contain homo‐ and heterochiral Ala−Pro sequences attached to the turn‐inducing ferrocene‐1,1′‐diamine scaffold were synthesized. The effects of the backbone chirality and the N‐terminal group (Boc/Ac) on the conformational properties of the novel peptidomimetics were thoroughly explored by IR, NMR, and CD spectroscopy and the experimental observations were corroborated by DFT studies in solution. The most stable conformers of the homochiral peptides adopted the interstrand hydrogen‐bond patterns, realized through ten‐ and thirteen‐membered rings. The common feature of the most stable conformers of the heterochiral peptides was the adoption of the turn‐like structures that feature the simultaneous intra‐ (seven‐membered) and interstrand (sixteen‐membered) hydrogen‐bonded rings. An exchange of two N‐terminal groups had a somewhat larger influence on the distribution of the hydrogen‐bond patterns in homochiral than in heterochiral derivatives. The homochiral peptides that contain pyridine moieties as metal coordination sites formed 1:1 complexes with divalent metal ions, which included Zn2+, Cd2+, Cu2+ and Fe2+.

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 score0.001
Threshold uncertainty score0.002

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 head0.033
GPT teacher head0.266
Teacher spread0.234 · 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

Citations26
Published2017
Admission routes2
Has abstractyes

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Same venueChemistry - A European JournalSame topicFerrocene Chemistry and ApplicationsFrench-language works237,207