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Record W7002462262

Novel Conjugation Strategies Using the Diels–Alder Reaction

2018· dissertation· en· W7002462262 on OpenAlex

Why this work is in the frame

A frame that forgets how it found something cannot be audited. These are the routes that admitted this work.

fundA Canadian funder is recorded on the work.
no affNo Canadian affiliation: this work is invisible to an affiliation-only frame.
No Canadian affiliation. An affiliation-only frame, the usual design, would never have seen this work. It is one of the works that make the case for inverting the frame.

Bibliographic record

VenueeScholarship (California Digital Library) · 2018
Typedissertation
Languageen
FieldChemistry
TopicCyclization and Aryne Chemistry
Canadian institutionsnot available
FundersNatural Sciences and Engineering Research Council of CanadaGovernment of Canada
KeywordsNucleofectionGestational periodLiquationDiafiltrationFusible alloyHyporeflexiaTSG101Proteogenomics
DOInot available

Abstract

fetched live from OpenAlex

The development of new functional materials requires reliable conjugation chemistry for coupling molecular fragments under mild reaction conditions. The Diels–Alder (DA) reaction has been used in organic synthesis extensively over the past 90 years, but only recently has its ability to form fast and stable linkages been explored. New developments in small molecule DA reactivity have led to advances in protecting group chemistry and conjugation strategies. During my graduate studies, we developed novel diene-linkers, attached them onto antibodies, and conjugated maleimide-drugs to form DA antibody–drug conjugates. While exploring these adducts, we were able to exploit the lower retro-DA temperature of endo furan–maleimide adducts towards a new protecting group for maleimides in polymer synthesis. We also developed norbornadiene-containing polymers as a new “protected” form of cyclopentadiene that can be unmasked at room temperature with readily available reagents. These three conjugation strategies have enabled facile preparation of functional materials with more stable bonds and greater architectural complexity.

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.

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 categoriesMeta-epidemiology (narrow), Scholarly communication, Insufficient payload (model declined to judge)
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 score0.432
Threshold uncertainty score1.000

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0000.000
Meta-epidemiology (narrow)0.0010.000
Meta-epidemiology (broad)0.0000.000
Bibliometrics0.0000.000
Science and technology studies0.0000.000
Scholarly communication0.0030.003
Open science0.0010.000
Research integrity0.0010.001
Insufficient payload (model declined to judge)0.0030.001

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 head0.020
GPT teacher head0.250
Teacher spread0.230 · 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