Advances in the synthesis of cyclic peptides, pseudopeptides, and peptoids by CuAAC-mediated macrocyclization DOI Creative Commons
Michael Quagliata, Paolo Rovero,

Michael Chorev

et al.

Trends in Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: May 1, 2025

Language: Английский

Catalytic macrocyclization of unactivated C(sp3)-H bond in natural product synthesis DOI Creative Commons
Zhuo Wang

Tetrahedron Green Chem, Journal Year: 2025, Volume and Issue: unknown, P. 100064 - 100064

Published: Jan. 1, 2025

Language: Английский

Citations

0

Computational design of Bax-inhibiting peptides DOI Creative Commons

Tom Vlaar,

Bernadette Mayer,

Lars van der Heide

et al.

Materials Advances, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

Cyclic peptides targeting Bax were designed and evaluated via MD simulations. The bind with high affinity, potentially modulating its apoptotic function. This approach offers a foundation for peptide-based therapeutics.

Language: Английский

Citations

0

Exploring Macrocyclic Chemical Space: Strategies and Technologies for Drug Discovery DOI Creative Commons
Taegwan Kim,

Eunbee Baek,

Jonghoon Kim

et al.

Pharmaceuticals, Journal Year: 2025, Volume and Issue: 18(5), P. 617 - 617

Published: April 24, 2025

Macrocycles have emerged as significant therapeutic candidates in drug discovery due to their unique capacity target complex and traditionally inaccessible biological interfaces. Their structurally constrained three-dimensional configurations facilitate high-affinity interactions with challenging targets, notably protein–protein However, despite potential, the synthesis optimization of macrocyclic compounds present considerable challenges related structural complexity, synthetic accessibility, attainment favorable drug-like properties, particularly cell permeability oral bioavailability. Recent advancements methodologies expanded chemical space accessible macrocycles, enabling creation diverse pharmacologically active compounds. Concurrent developments computational strategies further enhanced macrocycle design, providing valuable insights into predicting molecular properties essential for efficacy. Additionally, a deeper understanding macrocycles’ conformational adaptability, especially ability internally shield polar functionalities improve membrane permeability, has significantly informed rational design. This review discusses recent innovations that advanced over past five years. It emphasizes importance integrating these overcome existing challenges, illustrating how synergy expands potential diversity macrocycles. Selected case studies underscore practical impact integrated approaches, highlighting promising applications across biomedical targets.

Language: Английский

Citations

0

Neighboring Chalcogen Bonding for Controlling Dynamic Imine Chemistry in Aqueous Media DOI
Yong Zhou, Qi Zhang,

Shuaipeng Jia

et al.

Organic Letters, Journal Year: 2025, Volume and Issue: unknown

Published: March 3, 2025

The impact of varied chalcogen bonds (sulfur, selenium, tellurium, and telluronium) on dynamic imine chemistry in aqueous solution is presented by introducing a carboxylate group or cationic telluronium into arylaldehydes. role bonding regulating the kinetics thermodynamics formation/exchange was elucidated through experimental computational evidence, affording largest effect for tellurium/telluronium compounds. By leveraging multivalent bonding, telluronium-containing aldehyde enabled labeling N-terminus amino acids neutral buffer.

Language: Английский

Citations

0

Regioselective and Efficient Synthesis of Nonsymmetric Cyclic Peptides via a Stapling Reaction of 2‐Acetyl‐thiophene‐3‐carboxaldehyde with Primary Amine and Thiol DOI
Tianyu Bo, Jia‐Wei Wang,

Ruotong Liang

et al.

Chemistry - An Asian Journal, Journal Year: 2025, Volume and Issue: unknown

Published: May 6, 2025

Abstract In this work, 13 nonsymmetric cyclic peptides with a thieno[2,3‐ c ]pyrrole bridge were efficiently and regioselectively synthesized by stapling reaction of the primary amine (from lysine (Lys) side chain peptide N ‐terminus), thiol cysteine (Cys) chain), 2‐acetyl‐thiophene‐3‐carboxaldehyde (ATA). A single regioisomeric staple was formed, generating ]pyrrole‐bridged peptide. The can be carried out in various solvents. Moreover, obtained stable PBS solution. Furthermore, three bicyclic containing both an acetone‐like via two strategies: (1) symmetric 1,3‐dichloroacetone (DCA) Cys residues, (2) ATA Lys residues. Satisfied yields achieved. positions bridges determined synthetic accessiblity peptides. Certainly, wide variety designed, thus entrenching methodologies cyclization. strategy is applied conveniently to synthesis large structural diversity.

Language: Английский

Citations

0

Advances in the synthesis of cyclic peptides, pseudopeptides, and peptoids by CuAAC-mediated macrocyclization DOI Creative Commons
Michael Quagliata, Paolo Rovero,

Michael Chorev

et al.

Trends in Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: May 1, 2025

Language: Английский

Citations

0