Stereoselective Recognition of Tripeptides Guided by Encoded Library Screening: Construction of Chiral Macrocyclic Tetraamide Ruthenium Receptor for Peptide Sensing

Citations Over Time

Abstract

[structure: see text] Molecule sensor 1 is devised by incorporating the reporting unit of ruthenium(II) complex and two recognition motifs of chiral cyclotetraamides on the sidearms. The target binding tripeptides for sensor 1 were readily identified by using an encoded library screening method. This solid-phase screening indicated a preferable binding of molecule 1 with d-alanine over the l-isomer. The optical and NMR studies for the binding events of 1 with tripeptides Ac-Ala-Gly-Ala-NHC(12)H(25) in the solution phase showed a consistent trend for the stereoselective recognition of the dd-isomer over the ld-, dl-, and ll-isomers.

Related Papers

• → Stereoselective Construction of γ-Lactams via Copper-Catalyzed Borylacylation(2020)39 cited
• → Chirality of β2-agonists. An overview of pharmacological activity, stereoselective analysis, and synthesis(2020)13 cited
• → Concise, Stereoselective Route to the Four Diastereoisomers of 4-Methylproline(2008)23 cited
• → Anticancer efficacy of 2-chloroethylnitrosocarbamoyl derivatives of L-alanine, glycine, their di- and tripeptide homologues and the respective amides in methylnitrosourea-induced rat mammary carcinoma(1989)7 cited
• → Selective activation of methylene or methine groups in nickel(II) complexes of tripeptides composed of glycine and/or DL-α-alanine(1974)6 cited