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Antifouling Glycocalyx-Mimetic Peptoids [PDF]
Journal of the American Chemical Society, 2013 The glycocalyx of the cell is composed of highly hydrated saccharidic groups conjugated to protein and lipid cores. Although components of the glycocalyx are important in cell-cell interactions and other specific biological recognition events, a fundamental role of the glycocalyx is the inhibition of nonspecific interactions at the cell surface ...
Sung Hyun Park +2 more
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Journal of the American Chemical Society, 2007
Foldamers are an intriguing family of biomimetic oligomers that exhibit a propensity to adopt stable secondary structures. N-Substituted glycine oligomers, or "peptoids", are a prototypical example of these foldamer systems and are known to form a helix resembling that of polyproline type I.
Sung Bin Y, Shin +3 more
exaly +3 more sources
Foldamers are an intriguing family of biomimetic oligomers that exhibit a propensity to adopt stable secondary structures. N-Substituted glycine oligomers, or "peptoids", are a prototypical example of these foldamer systems and are known to form a helix resembling that of polyproline type I.
Sung Bin Y, Shin +3 more
exaly +3 more sources
Journal of the American Chemical Society, 2011
We report the isolation of N-aryl peptoid oligomers that adopt chiral folds, despite the absence of chiral centers. Peptoid monomers incorporating ortho-substituted N-aryl side chains are identified that exhibit axial chirality. We observe significant energy barriers to rotation about the stereogenic carbon-nitrogen bond, allowing chromatographic ...
Bishwajit, Paul +8 more
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We report the isolation of N-aryl peptoid oligomers that adopt chiral folds, despite the absence of chiral centers. Peptoid monomers incorporating ortho-substituted N-aryl side chains are identified that exhibit axial chirality. We observe significant energy barriers to rotation about the stereogenic carbon-nitrogen bond, allowing chromatographic ...
Bishwajit, Paul +8 more
openaire +2 more sources
Mitochondria-Targeting Peptoids
Bioconjugate Chemistry, 2018Mitochondria-specific delivery methods offer a valuable tool for studying mitochondria-related diseases and provide breakthroughs in therapeutic development. Although several small-molecule and peptide-based transporters have been developed, peptoids, proteolysis-resistant peptidomimetics, are a promising alternative to current approaches.
Ho Yeon Nam +6 more
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Systematic conformational investigations of peptoids and peptoid–peptide chimeras
Peptide Science, 2011AbstractPeptoids are originally defined as N‐substituted oligoglycine derivatives, and in a broader definition as N‐substituted peptides (peptoid–peptide chimeras). Both types were systematically investigated by force field calculations. The Merck MMFF and YASARA2 force fields were shown to be, among others, the most suitable ones for conformational ...
Wolfgang, Brandt +2 more
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Amide bond hydrolysis of peptoids
Chemical Communications, 2022A chiral non-coordinating substitution at N-terminal end within peptoids facilitates regio-selective amide bond hydrolysis mediated by a transition metal ion and/or an acidic buffer as evident by X-ray crystallographic analysis, supported by ESI-MS.
Pritam Ghosh +3 more
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Functionalized Helical β-Peptoids
The Journal of Organic Chemistry, 2019Peptidomimetic foldamers adopting well-defined three-dimensional structures while being stable toward proteolysis are of interest in biomedical research, chemical biology, and biomimetic materials science. Despite their backbone flexibility, β-peptoids containing N-( S)-1-(1-naphthyl)ethyl ( Ns1npe) side chains can fold into unique triangular prism ...
Isabelle Wellhöfer +5 more
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Recent advances in anticancer peptoids
Bioorganic Chemistry, 2023Since most tumors become resistant to drugs in a gradual and irreversible manner, making treatment less effective over time, anticancer drugs require continuous development. Peptoids are a class of peptidomimetics that can be easily synthesized and optimized.
Jidan, Zhu +5 more
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Peptide Science, 2010
AbstractPeptoid oligomers were initially developed as part of a larger basic research effort to accelerate the drug‐discovery process in the biotech/biopharma industry. Their ease of synthesis, stability, and structural similarity to polypeptides made them ideal candidates for the combinatorial discovery of novel peptidomimetic drug candidates. Diverse
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AbstractPeptoid oligomers were initially developed as part of a larger basic research effort to accelerate the drug‐discovery process in the biotech/biopharma industry. Their ease of synthesis, stability, and structural similarity to polypeptides made them ideal candidates for the combinatorial discovery of novel peptidomimetic drug candidates. Diverse
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Photolithographic Synthesis of Peptoids
Journal of the American Chemical Society, 2004We describe a novel photolithographic approach to the synthesis of peptoids (oligo-N-substituted glycines). This strategy enables the construction of a spatially addressable peptoid microarray, thus providing a potentially powerful tool for the discovery of protein ligands.
Shuwei, Li +6 more
openaire +2 more sources