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Record W2947342295 · doi:10.1021/acs.chemmater.9b00769

In Situ Forming, Dual-Crosslink Network, Self-Healing Hydrogel Enabled by a Bioorthogonal Nopoldiol–Benzoxaborolate Click Reaction with a Wide pH Range

2019· article· en· W2947342295 on OpenAlexafffund
Di Wu, Wenda Wang, Diana Diaz‐Dussan, Yi‐Yang Peng, Yangjun Chen, Ravin Narain, Dennis G. Hall

Bibliographic record

VenueChemistry of Materials · 2019
Typearticle
Languageen
FieldBiochemistry, Genetics and Molecular Biology
TopicHydrogels: synthesis, properties, applications
Canadian institutionsUniversity of Alberta
FundersNatural Sciences and Engineering Research Council of CanadaCanada Foundation for InnovationUniversity of Alberta
KeywordsClick chemistrySelf-healing hydrogelsChemistryBioorthogonal chemistryPolymerizationMonomerBoronic acidPhenylboronic acidCombinatorial chemistryPolymerPolymer chemistryCatalysisOrganic chemistry

Abstract

fetched live from OpenAlex

The use of click chemistry as a hydrogel cross-linking reaction is often limited by slow reaction rates and harsh conditions, such as exposure to UV light and/or use of nonspecific or toxic reagents. On the other hand, the process of boronic ester formation between arylboronic acids and diols suffers from its intrinsic reversibility and low binding affinity at low pH, which impede its potential in many biomedical applications where a fast and stable click reaction is needed. Herein, we report a new concept of click hydrogel fabrication that combines a traditional sugar-based boronic ester and a novel nopoldiol-based benzoxaborolate as a dual-crosslink network (DCN) system. The cooperation of dynamic and rigid networks and the unique sensitivity of benzoxaborolate cross-links toward stimulus provide an intelligent hydrogel with a set of interesting features: (i) catalyst/light-free nopoldiol–benzoxaborolate bioorthogonal click cross-linking, (ii) rapid in situ formation within 26 s, (iii) wide self-healing pH range from 8.5 to 1.5, (iv) exceptional stability under acidic condition and polyol solutions, (v) reactive oxygen species/pH-responsive degradation, (vi) pH-responsive drug release, and (vii) capability for viable cell encapsulation. The complementary click partners, a rigid diol monomer [1R)-(−)-nopol-methacrylamido-diol (nopoldiol)] and a benzoxaborole-based monomer [5-methacrylamido-1,2-benzoxaborole (MAAmBO)], can be easily incorporated into a variety of synthetic polymers through free-radical polymerization with poly(ethylene glycol) methyl ether methacrylate (PEGMA) as the backbone component. The shortened gelation time, improved mechanical properties, and excellent self-healing properties of the resulting DCN hydrogel PBNG were evaluated through rheological measurements. The stability/degradation of PBNG under low pH buffer and H2O2 were monitored via hydrogel weight changes, and the potential of PBNG as a drug-releasing carrier was assessed by the pH-responsive release of doxorubicin. Finally, HeLa cells were successfully encapsulated and cultured in the 3D network to confirm the hydrogel’s biocompatibility as a cell culture scaffold. The nontoxic components and their fast click reaction under mild conditions make the nopoldiol–benzoxaborolate click hydrogels promising candidates for future biomedical applications such as gene delivery, cell therapy, and tissue engineering.

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 categoriesMeta-epidemiology (narrow)
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 score0.017
Threshold uncertainty score1.000

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0010.000
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)0.0000.000

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 head0.008
GPT teacher head0.221
Teacher spread0.213 · 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.

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

Citations84
Published2019
Admission routes2
Has abstractyes

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