Sequence-and stereo-defined macromolecules: properties and emerging functionalities

R Szweda - Progress in Polymer Science, 2023 - Elsevier
Natural macromolecules, such as proteins and nucleic acids, display various complex
functionalities in biological systems. These functionalities depend on the macromolecular …

Helical foldamers and stapled peptides as new modalities in drug discovery: modulators of protein-protein interactions

K Tsuchiya, T Kurohara, K Fukuhara, T Misawa… - Processes, 2022 - mdpi.com
A “foldamer” is an artificial oligomeric molecule with a regular secondary or tertiary structure
consisting of various building blocks. A “stapled peptide” is a peptide with stabilized …

Catalytic foldamers: When the structure guides the function

B Legrand, J Aguesseau-Kondrotas, M Simon… - Catalysts, 2020 - mdpi.com
Enzymes are predominantly proteins able to effectively and selectively catalyze highly
complex biochemical reactions in mild reaction conditions. Nevertheless, they are limited to …

Highly Sterically Hindered Peptide Bond Formation between α,α-Disubstituted α-Amino Acids and N-Alkyl Cysteines Using α,α-Disubstituted α-Amidonitrile

X Wang, J Li, Y Hayashi - Journal of the American Chemical …, 2022 - ACS Publications
Peptides and proteins attract enormous attention in many fields of academia and industry.
The introduction of unusual amino acids such as α, α-disubstituted α-amino acids or N-alkyl …

Asymmetric 1,4‐Addition Reactions Catalyzed by N‐Terminal Thiourea‐Modified Helical l‐Leu Peptide with Cyclic Amino Acids

K Sato, T Umeno, A Ueda, T Kato… - … –A European Journal, 2021 - Wiley Online Library
N‐terminal thiourea‐modified l‐Leu‐based peptide {(3, 5‐diCF3Ph) NHC (= S)‐(l‐Leu‐l‐
Leu‐Ac5c) 2‐OMe} with five‐membered ring α, α‐disubstituted α‐amino acids (Ac5c) …

E-Selective Ring-Closing Metathesis in α-Helical Stapled Peptides Using Carbocyclic α,α-Disubstituted α-Amino Acids

A Ueda, Y Makura, S Kakazu, T Kato, T Umeno… - Organic …, 2022 - ACS Publications
We present an E-selective ring-closing metathesis reaction in α-helical stapled peptides at
positions i and i+ 4. The use of two chiral carbocyclic α, α-disubstituted α-amino acids,(1 S, 3 …

Characterization of Push–Pull-Type Benzo[X]quinoline Derivatives (X = g or f): Environmentally Responsive Fluorescent Dyes with Multiple Functions

Y Fuchi, T Umeno, Y Abe, K Ikeno… - The Journal of …, 2020 - ACS Publications
Benzo [X] quinoline (X= g or f: BQX) derivatives bearing bis-trifluoromethyl and amine
groups have been designed as push–pull-type fluorescent dyes. Through the synthesis of …

Synthesis of (S)-(−)-Cucurbitine and Conformation of Its Homopeptides

Y Yamaberi, R Eto, T Umeno, T Kato, M Doi… - Organic …, 2021 - ACS Publications
A chiral cyclic α, α-disubstituted α-amino acid,(S)-(−)-cucurbitine, which has a pyrrolidine
ring with a chiral center at the α-position, was synthesized, and its homopeptides were …

Micellar Nanoreactors from Amphiphilic Copolymers for Thia-Michael Addition in Water

W Sombat, P Authai, P Padungros… - ACS Applied Polymer …, 2023 - ACS Publications
Micellar systems have been recognized as effective nanoreactors for performing chemical
reactions in aqueous solutions. This research aims to develop nanoreactors from polymeric …

Enantioselective Michael addition of malonates to α, β-unsaturated ketones catalyzed by rare-earth metal amides RE [N (SiMe3) 2] 3 with phenoxy-functionalized …

B Yang, L Yang, C Lu, B Zhao, Y Huang - Tetrahedron Letters, 2024 - Elsevier
A combination of rare-earth metal amides RE [N (SiMe 3) 2] 3 and chiral phenoxy-
functionalized amino alcohol proligands was developed to realize the enantioselective …