Peptidomimetics via modifications of amino acids and peptide bonds

I Avan, CD Hall, AR Katritzky - Chemical Society Reviews, 2014 - pubs.rsc.org
Peptidomimetics represent an important field in chemistry, pharmacology and material
science as they circumvent the limitations of traditional peptides used in therapy. Self …

Azapeptides and their therapeutic potential

C Proulx, D Sabatino, R Hopewell… - Future medicinal …, 2011 - Taylor & Francis
Azapeptides are peptide analogs in which one or more of the amino residues is replaced by
a semicarbazide. This substitution of a nitrogen for the α-carbon center results in …

Azapeptide synthesis methods for expanding side-chain diversity for biomedical applications

R Chingle, C Proulx, WD Lubell - Accounts of Chemical Research, 2017 - ACS Publications
Conspectus Mimicry of bioactive conformations is critical for peptide-based medicinal
chemistry because such peptidomimetics may augment stability, enhance affinity, and …

Proteolytically Stable Diaza-Peptide Foldamers Mimic Helical Hot Spots of Protein–Protein Interactions and Act as Natural Chaperones

C Shi, J Kaffy, T Ha-Duong, JF Gallard… - Journal of Medicinal …, 2023 - ACS Publications
A novel class of peptidomimetic foldamers based on diaza-peptide units are reported.
Circular dichroism, attenuated total reflection–Fourier transform infrared, NMR, and …

A vaccine strategy that induces protective immunity against heroin

GN Stowe, LF Vendruscolo, S Edwards… - Journal of medicinal …, 2011 - ACS Publications
Heroin addiction is a wide-reaching problem with a spectrum of damaging social
consequences. A vaccine capable of blocking heroin's effects could provide a long-lasting …

Peptide scanning for studying structure‐activity relationships in drug discovery

AG Jamieson, N Boutard, D Sabatino… - Chemical biology & …, 2013 - Wiley Online Library
Peptide‐based therapeutics have grown in importance over the last few decades.
Furthermore, peptides have been extensively used as lead compounds in the drug …

Molecular imaging probes derived from natural peptides

CL Charron, JL Hickey, TK Nsiama… - Natural product …, 2016 - pubs.rsc.org
Covering: up to the end of 2015. Peptides are naturally occurring compounds that play an
important role in all living systems and are responsible for a range of essential functions …

Exploring side-chain diversity by submonomer solid-phase aza-peptide synthesis

D Sabatino, C Proulx, S Klocek, CB Bourguet… - Organic …, 2009 - ACS Publications
Submonomer synthesis of aza-peptides featuring regioselective alkylation of peptide-bound
aza-Gly residues provided ten aza-analogues of the Growth Hormone Releasing Peptide-6 …

Aza-Residue Modulation of Cyclic d,l-α-Peptide Nanotube Assembly with Enhanced Anti-Amyloidogenic Activity

M Habashi, PS Chauhan, S Vutla… - Journal of medicinal …, 2023 - ACS Publications
Transient soluble oligomers of amyloid-β (Aβ) are considered among the most toxic species
in Alzheimer's disease (AD). Soluble Aβ oligomers accumulate early prior to insoluble …

Microwave-assisted solid-phase aza-peptide synthesis: aza scan of a PKB/Akt inhibitor using aza-arginine and aza-proline precursors

NS Freeman, Y Tal-Gan, S Klein… - The Journal of Organic …, 2011 - ACS Publications
Aza-peptides are peptidomimetics in which one or more of the α-carbons, bearing the side-
chain residues, has been replaced by a nitrogen. These peptidomimetics have been shown …