Chemical modifications designed to improve peptide stability: incorporation of non-natural amino acids, pseudo-peptide bonds, and cyclization

L Gentilucci, R De Marco… - Current pharmaceutical …, 2010 - ingentaconnect.com
Functions and properties of native peptides vary from highly specific antibiotics or cytotoxic
antitumor drugs, to hormones, neurotransmitters, immunomodulators, etc. Despite their …

Recent advances in the catalytic asymmetric synthesis of β-amino acids

B Weiner, W Szymański, DB Janssen… - Chemical Society …, 2010 - pubs.rsc.org
In this critical review, the progress in catalytic asymmetric synthesis of β-amino acids is
discussed, covering the literature since 2002. The review treats transition metal catalysis …

Cooperative Carbene Photocatalysis for β-Amino Ester Synthesis

N Tanaka, JL Zhu, OL Valencia, CR Schull… - Journal of the …, 2023 - ACS Publications
β-Amino acids are useful building blocks of bioactive molecules, including peptidomimetics
and pharmaceutical compounds. The current limited accessibility to β2, 2-type amino acids …

Structural chemistry of peptides containing backbone expanded amino acid residues: conformational features of β, γ, and hybrid peptides

PG Vasudev, S Chatterjee, N Shamala… - Chemical …, 2011 - ACS Publications
The remarkable complexity of globular protein structures was first revealed about half a
century ago, when the crystal structure of myoglobin was determined at 2.4 Å. 1 In the …

On the Origin of Rh-Catalyzed Selective Ring-Opening Amidation of Substituted Cyclopropanols to Access β2-Amino Ketones

M Lee, J Heo, D Kim, S Chang - Journal of the American Chemical …, 2022 - ACS Publications
β2-Amino carbonyls, an α-substituted β-amino scaffold, hold a prominent place in the
development of new pharmaceuticals and peptidomimetics. Herein, we report a highly …

Dual Photoredox and Copper Catalysis: Enantioselective 1, 2-Amidocyanation of 1, 3-Dienes

D Forster, W Guo, Q Wang, J Zhu - ACS Catalysis, 2023 - ACS Publications
Dual photoredox–transition-metal catalysis has emerged as a powerful tool for the
development of chemical transformations. However, its application in the selective …

An Aza-Enolate Strategy Enables Iridium-Catalyzed Enantioselective Hydroalkenylations of Minimally Polarized Alkenes en Route to Complex N-Aryl β2-Amino Acids

F Hong, CM Robertson, JF Bower - Journal of the American …, 2024 - ACS Publications
Cationic Ir (I)-complexes modified with homochiral diphosphines promote the
hydroalkenylative cross-coupling of β-(arylamino) acrylates with monosubstituted styrenes …

Deployment of sulfinimines in charge-accelerated sulfonium rearrangement enables a surrogate asymmetric Mannich reaction

M Feng, I Mosiagin, D Kaiser, B Maryasin… - Journal of the …, 2022 - ACS Publications
β-Amino acid derivatives are key structural elements in synthetic and biological chemistry.
Despite being a hallmark method for their preparation, the direct Mannich reaction …

Enantioenriched γ-Aminoalcohols, β-Amino Acids, β-Lactams, and Azetidines Featuring Tetrasubstituted Fluorinated Stereocenters via Palladacycle-Catalyzed …

N Wannenmacher, C Pfeffer, W Frey… - The Journal of Organic …, 2021 - ACS Publications
Enantiopure fluorine containing β-amino acids are of large biological and pharmaceutical
interest. Strategies to prepare β-amino acid derivatives possessing a F-containing …

Catalytic Asymmetric Synthesis of Unprotected β2-Amino Acids

C Zhu, F Mandrelli, H Zhou, R Maji… - Journal of the American …, 2021 - ACS Publications
We report here a scalable, catalytic one-pot approach to enantiopure and unmodified β2-
amino acids. A newly developed confined imidodiphosphorimidate (IDPi) catalyzes a …