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Record W4386022746 · doi:10.1021/acssuschemeng.3c02813

Green and Sustainable Solvents for Solid-Phase Peptoid Synthesis

2023· article· en· W4386022746 on OpenAlexafffund
Abigail Mae Clapperton, Katya Naomi Marín Vera, Jon Babi, Helen Tran

Bibliographic record

VenueACS Sustainable Chemistry & Engineering · 2023
Typearticle
Languageen
FieldBiochemistry, Genetics and Molecular Biology
TopicChemical Synthesis and Analysis
Canadian institutionsUniversity of Toronto
FundersCanada First Research Excellence FundNatural Sciences and Engineering Research Council of CanadaMitacsUniversity of TorontoCanada Foundation for Innovation
KeywordsPeptoidChemistrySolventGreen chemistryCombinatorial chemistryHazardous wasteSolid-phase synthesisYield (engineering)Solid phase extractionOrganic chemistryMaterials scienceExtraction (chemistry)Waste managementIonic liquid

Abstract

fetched live from OpenAlex

Peptoids are a class of sequence-controlled polymers that provide a versatile platform for the design of bioinspired materials. Solid-phase synthetic methods offer absolute control over the polypeptoid sequence and have been optimized to improve reaction efficiency and versatility. However, these solid-phase strategies rely on the use of reprotoxic and restricted solvents, N, N -dimethylformamide (DMF) and N -methyl-2-pyrrolidone (NMP), resulting in significant hazardous solvent consumption and waste generation. Here, we report the solid-phase synthesis of peptoids with complete elimination of DMF and NMP and their replacement with greener solvents and binary mixtures to minimize the environmental impact and improve the sustainability of peptoid synthesis. We investigate the resin swelling performance of the green solvents (gamma-valerolactone, dimethyl sulfoxide, ethyl acetate, and binary mixtures) and show that the purity profile and yield of the final peptoids are not adversely affected when compared to those synthesized in traditional solid-phase solvents. Furthermore, we adapt these greener methods for use in automated synthesizers for the synthesis of peptoids with different sequences and long chain lengths. The replacement of hazardous solvents in solid-phase peptoid synthesis represents an advancement in the sustainability of peptoid research, which could improve the translation of peptoids from academic labs to industry.

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)0.001
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: none
Teacher disagreement score0.001
Threshold uncertainty score0.004

Distilled classifier scores by category (both heads)

CategoryCodexGemma
Metaresearch0.0000.001
Meta-epidemiology (narrow)0.0010.000
Meta-epidemiology (broad)0.0000.000
Bibliometrics0.0000.000
Science and technology studies0.0000.000
Scholarly communication0.0010.001
Open science0.0000.001
Research integrity0.0010.001
Insufficient payload (model declined to judge)0.0010.001

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 head0.251
Teacher spread0.245 · 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

Citations8
Published2023
Admission routes2
Has abstractyes

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