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Amide bond hydrolysis of peptoids

Chemical Communications, 2022
A 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, 2019
Peptidomimetic 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, 2023
Since 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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Peptoid origins

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
openaire   +2 more sources

Photolithographic Synthesis of Peptoids

Journal of the American Chemical Society, 2004
We 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
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Comparison of Cell Permeability of Cyclic Peptoids and Linear Peptoids

ACS Combinatorial Science, 2018
Cyclic peptoids are emerging as an attractive class of peptidomimetics. Compared to their linear counterparts, cyclic peptoids should have increased conformational rigidity and preorganized structures, enabling them to bind more tightly to target proteins without major entropy penalty.
Min-Kyung Shin   +3 more
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Evaluation of the cell permeability of bicyclic peptoids and bicyclic peptide-peptoid hybrids

Bioorganic Chemistry, 2022
Bicyclization has proven to be an effective strategy for significantly restricting conformational flexibility in peptides and peptidomimetics such as peptoids. Such constrained bicyclic peptoids would have far higher conformational rigidity than monocyclic and linear ones, allowing them to have enhanced binding affinity and selectivity for their ...
Hee Myeong, Wang   +4 more
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Porphyrin–Peptoid Conjugates: Face-to-Face Display of Porphyrins on Peptoid Helices

Organic Letters, 2013
Distance, orientation, and number controlled porphyrin-peptoid conjugates (PPCs) were efficiently synthesized. Cofacial (1, 2, and 4), slipped-cofacial (3), and unstructured (5) arrangements of porphyrins provided distinct optical and electronic properties characterized by UV-vis and circular dichroism spectroscopy.
Boyeong, Kang   +4 more
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Synthesis of Antimicrobial Peptoids

2013
Peptoids (N-substituted glycines) are mimics of α-peptides in which the side chains are attached to the backbone N (α) -amide nitrogen instead of the C (α) -atom. Peptoids hold promise as therapeutics since they often retain the biological activity of the parent peptide and are stable to proteases.
Hansen, Paul Robert, Munk, Jens
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1,2,3-Triazolium-Based Peptoid Oligomers

The Journal of Organic Chemistry, 2017
The cis-directing effect of the 1,2,3-triazolium-type side chain was studied on dimeric peptoid models with various patterns: αα, αβ, βα and ββ. Low influences of the sequence and of the solvent were observed, the cis conformation of the amide carrying the triazolium ranging from 83 to 94% in proportion. The synthesis of peptoid homooligomers with four
Aliouat, Hafida   +5 more
openaire   +2 more sources

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