ArticleBiomacromolecules2014
D-amino acids modulate the cellular response of enzymatic-instructed supramolecular nanofibers of small peptides.
Article in Biomacromolecules, 2014. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 53 papers.
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Who cites it
53 citing papers in PubMed, 114 citations in OpenAlex.
- Enzyme-Instructed Self-Assembling Peptide Hydrogels for Sustained Subconjunctival Delivery of Dexamethasone: A Stereochemical Comparison of L- and D-Enantiomeric Peptides for Postoperative Ocular Anti-Inflammatory Therapy.Gels (Basel, Switzerland) · 2026Article
- Structure-Activity Relationship of Cycling Molecular Assemblies for Golgi Targeting and Disruption.Journal of medicinal chemistry · 2026Article
- Fragment-Based Approach for Hierarchical Nanotube Assembly of Small Molecules in Aqueous Phase.Chemistry (Weinheim an der Bergstrasse, Germany) · 2025Article
- Recent advances in shape memory scaffolds and regenerative outcomes.Biomedical engineering letters · 2024Review
- Phe-Phe-Based Macroscopic Supramolecular Hydrogel Construction Strategies and Biomedical Applications.Chem & bio engineering · 2024Review
- Article
- HydrogelFinder: A Foundation Model for Efficient Self-Assembling Peptide Discovery Guided by Non-Peptidal Small Molecules.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2024Article
- Emerging potential approaches in alkaline phosphatase (ALP) activatable cancer theranostics.RSC medicinal chemistry · 2024Review
- Efficient Mining of Anticancer Peptides from Gut Metagenome.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2023Article
- Enzyme-Triggered l-α/d-Peptide Hydrogels as a Long-Acting Injectable Platform for Systemic Delivery of HIV/AIDS Drugs.Advanced healthcare materials · 2023Article
- Self-Assembly, Bioactivity, and Nanomaterials Applications of Peptide Conjugates with Bulky Aromatic Terminal Groups.ACS applied bio materials · 2023Review
- Development of Anticancer Peptides Using Artificial Intelligence and Combinational Therapy for Cancer Therapeutics.Pharmaceutics · 2022Review
- Synthesis and bioactivity of pyrrole-conjugated phosphopeptides.Beilstein journal of organic chemistry · 2022Article
- In Silico Design of Chemically Modified Cell-Penetrating Peptides.Methods in molecular biology (Clifton, N.J.) · 2022Article
- Phosphobisaromatic motifs enable rapid enzymatic self-assembly and hydrogelation of short peptides.Soft matter · 2021Article
- Enzymatically Forming Cell Compatible Supramolecular Assemblies of Tryptophan-Rich Short Peptides.Peptide science (Hoboken, N.J.) · 2021Article
- Modulation of physical properties of organic cocrystals by amino acid chirality.Materials today. Chemistry · 2021Article
- Enzymatic Noncovalent Synthesis.Chemical reviews · 2020Review
- Enzyme-Instructed Self-Assembly for Cancer Therapy and Imaging.Bioconjugate chemistry · 2020Review
- Self-Assembly of Aromatic Amino Acid Enantiomers into Supramolecular Materials of High Rigidity.ACS nano · 2020Article
Corrections and comments
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Authors and funding
7 authors at 1 institution in 1 country.
Funding
Abstract
Peptides made of D-amino acids, as the enantiomer of corresponding L-peptides, are able to resist proteolysis. It is, however, unclear or much less explored whether or how D-amino acids affect the cellular response of supramolecular nanofibers formed by enzyme-triggered self-assembly of D-peptides. In this work, we choose a cell compatible molecule, Nap-L-Phe-L-Phe-L-(p)Tyr (LLL-1P), and systematically replace the L-amino acids in this tripeptidic precursor or its hydrogelator by the corresponding D-amino acid(s). The replacement of even one D-amino acid in this tripeptidic precursor increases its proteolytic resistance. The results of static light scattering and TEM images show the formation of nanostructures upon the addition of alkaline phosphatase, even at concentrations below the minimum gelation concentration (mgc). All these isomers are able to form ordered nanostructures and exhibit different morphologies. According to the cell viability assay on these stereochemical isomers, cells exhibit drastically different responses to the enantiomeric precursors, but almost same responses to the enantiomeric hydrogelators. Furthermore, the different cellular responses of LLL-1P and DDD-1P largely originate from the ecto-phosphatases catalyzed self-assembly of DDD-1 on the surface of cells. Therefore, this report not only illustrates a new way for tailoring the properties of supramolecular assemblies, but also provides new insights to answering the fundamental question of how mammalian cells respond to enzymatic formation of nanoscale supramolecular assemblies (e.g., nanofibers) of D-peptides.
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Registered trials
Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.