The addition of a precisely positioned chiral center in the tether of a constrained peptide is reported, yielding two separable peptide diastereomers with significantly different helicity, as supported by circular dichroism (CD) and NMR spectroscopy. Single crystal X-ray diffraction analysis suggests that the...
Li group published article on Bioorganic & Medicinal Chemistry about a study of An in-tether sulfoxide chiral center influences the biophysical properties of the N-capped peptides. Thanks to their large binding interfaces, peptides are attractive ligands targeting protein-protein interactions compared...
nducing α-helicity through side-chain cross-linking is a strategy that has been pursued to improve peptide conformational rigidity and bio-availability. Here we describe the preparation of small peptides tethered to chiral sulfoxide-containing macrocyclic rings. Furthermore, a study of structure-activity relationships...
Different substitution groups on the in-tether chiral centre of chirality-induced helical peptides (CIH peptides) showed distinguishable effects on the peptides’ cellular uptakes and binding affinities with the estrogen receptor α(ER-α). This study proves that in-tether chiral centres are a...
Cell penetration and nucleus translocation efficiency are important for the cellular activities of peptide therapeutics. For helical peptides stabilized by N-terminal crosslinked aspartic acid, correlations between their penetration efficiency/nucleus translocation and physicochemical properties were studied. An increase in hydrophobicity...
Li group published article on Theranostics about a study of siRNA delivery with PEGylated graphene oxide nanosheets for combined photothermal and genetherapy for pancreatic cancer. Since the successful exfoliation of graphene from graphite in 2004, graphene and graphene...
Recently, we developed methods to stabilize peptides into various secondary structures, including a-helix, type III turn and b-hairpin via proper thioether based macrocyclization. These conformationally constrained peptidomimetics confer enhanced biophysical properties and provide a valuable avenue towards clinically-relevant therapeutic...
Recapitulation of well-defined α-helices could result in constrained peptide mimetics with preferable secondary structures and enhanced therapeutic properties for various purposes. Among the helix-stabilizing strategies, the nucleation strategies are able to maximize recognition specificity of the original sequence without...
A lipid–cell-penetrating-peptide (CPP) conjugate was designed to deliver cargoes with poor cellular permeability, including peptides or small-molecule therapeutics, into cells. The lipid–CPP conjugate facilitated the cellular uptake of cargoes noncovalently through an ATP-dependent micropinocytosis mechanism. This delivery system is...
The facile chemical modification on the peptide cross-linking moiety is an important strategy to improve the physicochemical properties of a peptide. Herein, peptides were contrained into helical conformations via the synergistic effects of dual in-tether chiral centers. A pentapeptide...