Backbone N-methylation of peptides: Advances in synthesis and applications in pharmaceutical drug development

X Li, N Wang, Y Liu, W Li, X Bai, P Liu, CY He - Bioorganic Chemistry, 2023 - Elsevier
Peptide-based drugs have garnered considerable attention in recent years owing to their
increasingly crucial role in the treatment of diverse diseases. However, the limited …

A peptoid with extended shape in water

J Morimoto, Y Fukuda, D Kuroda… - Journal of the …, 2019 - ACS Publications
The term “peptoids” was introduced decades ago to describe peptide analogues that exhibit
better physicochemical and pharmacokinetic properties than peptides. Oligo (N-substituted …

Carboxylate-Directed Pd-Catalyzed β-C(sp3)–H Arylation of N-Methyl Alanine Derivatives for Diversification of Bioactive Peptides

S Yeom, DY Kim, S Kim, A Gontala, J Park… - Organic …, 2023 - ACS Publications
This study presents a Pd (II)-catalyzed method for the β-C (sp3)–H arylation of N-Cbz-or N-
Fmoc-protected N-methyl alanines, providing ready access to building blocks for N …

Systematic d-Amino Acid Substitutions to Control Peptide and Hydrogel Degradation in Cellular Microenvironments

K Bomb, Q Zhang, EM Ford, CA Fromen… - ACS Macro …, 2023 - ACS Publications
Enzymatically degradable peptides are commonly used as linkers within hydrogels for
biological applications; however, controlling the degradation of these engineered peptides …

Fluorescent peptomer substrates for differential degradation by metalloproteases

MJ Austin, H Schunk, C Watkins, N Ling… - …, 2022 - ACS Publications
Proteases, especially MMPs, are attractive biomarkers given their central role in both
physiological and pathological processes. Distinguishing MMP activity with degradable …

Dipeptides Containing Pyrene and Modified Photochemically Reactive Tyrosine: Noncovalent and Covalent Binding to Polynucleotides

I Sviben, M Glavaš, A Erben, T Bachelart… - Molecules, 2023 - mdpi.com
Dipeptides 1 and 2 were synthesized from unnatural amino acids containing pyrene as a
fluorescent label and polynucleotide binding unit, and modified tyrosine as a …

Conversion of “Customizable Units” into N-Alkyl Amino Acids and Generation of N-Alkyl Peptides

CJ Saavedra, C Carro, D Hernández… - The Journal of Organic …, 2019 - ACS Publications
An efficient conversion of hydroxyproline “customizable” units into new amino acids with a
variety of N-alkyl substituents is described. The process is versatile and can afford valuable …

[HTML][HTML] Highly stereoselective multigram scale synthesis of (3S, 4S)-Statine and (3S, 4S)-N-Benzylstatine

KBH Salah, F Terzani, M Pietri, C Zanato, E Chelain… - Results in …, 2022 - Elsevier
Statins are essential naturally occurring β-hydroxy-γ-amino acids and (3S, 4S)-Statine,
derived from L-Leucine, is found in important aspartic proteases inhibitors like Pepstatin A …

Evaluation of designed peptide inhibitors in destabilization of Aβ42 protofibrils: A molecular dynamics study

E Zaruati, S Jalili - Physical Chemistry Research, 2024 - physchemres.org
The development of Alzheimer's disease (AD), the most prevalent form of dementia, is
associated with the abnormal aggregation of Amyloid-β (Aβ) peptides into fibrils and …

Peptoids with substituents on the backbone carbons as conformationally constrained synthetic oligoamides

J Morimoto, S Sando - Journal of Synthetic Organic Chemistry …, 2020 - jstage.jst.go.jp
Oligo (N─ substituted glycine)(oligo─ NSG), also known as peptoid, is a synthetic oligomer
with high proteolytic stability and membrane permeability due to the N─ substituted …