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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
openaire   +3 more sources

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
openaire   +2 more sources

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
openaire   +2 more sources

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
openaire   +3 more sources

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

Synthesis of nucleobase-functionalized β-peptoids and β-peptoid hybrids

Tetrahedron Letters, 2006
Abstract The solid-phase synthesis of a new class of nucleobase-modified peptide-mimetic oligomers is described. β-Peptoids and β-peptoid hybrids bearing thymine on the side chain are prepared from N-Fmoc-N-[2-(thymin-1-yl)ethyl]-β-alanine.
Xavier Mejías   +3 more
openaire   +1 more source

Peptoids as endothelin receptor antagonists

Bioorganic & Medicinal Chemistry Letters, 2001
A series of new peptoids as endothelin receptor antagonists has been synthesized. Screening them for their ability to bind with endothelin receptors (ET(A) and ET(B)) competitively in the presence of (125I) endothelin led to the discovery of compounds as possible leads with IC50s in the low micromolar concentrations.
F, Dasgupta   +5 more
openaire   +2 more sources

Antifouling Peptoid Biointerfaces

2020
Recent advances in synthetic chemistry has led to the increasingly sophisticated design and preparation of biofunctional polymeric surfaces and materials. In this regard, synthetic poly-(N-substituted glycine) “peptoids” which mimic the structure and function of peptides play an important role, since they may attain functionalities similar to natural ...
Varun Saxena   +2 more
openaire   +1 more source

Peptoids and Peptide–Peptoid Hybrid Biopolymers as Peptidomimetics

2013
Peptoids (oligomers of N-substituted glycine residues) and peptide-peptoid hybrid polymers (peptomers) are interesting classes of compounds mimicking structure and function of biologically active peptides. The oligomeric peptidomimetics such as peptoids are particularly important compounds since they provide access to an enormous molecular diversity ...
openaire   +2 more sources

Antifouling Poly(β-peptoid)s

Biomacromolecules, 2011
A new type of polymer highly resistant to nonspecific protein adsorption is reported. Poly(N-methyl-β-alanine) (PMeA) and poly(N-ethyl-β-alanine) (PEtA) synthesized via cobalt-catalyzed carbonylative polymerization of N-methylaziridine and N-ethylaziridine were end-functionalized with thiol groups and grafted onto Au surfaces.
Shaohui, Lin   +7 more
openaire   +2 more sources

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