Thioamide Analogues of MHC I Antigen Peptides

R Gibadullin, RK Morris, J Niu, J Sidney… - Journal of the …, 2023 - ACS Publications
Short, synthetic peptides that are displayed by major histocompatibility complex I (MHC I)
can stimulate CD8 T cells in vivo to destroy virus-infected or cancer cells. The development …

A general strategy to install amidine functional groups along the peptide backbone

EA O'Brien, KK Sharma, J Byerly-Duke… - Journal of the …, 2022 - ACS Publications
Amidines are a structural surrogate for peptide bonds, yet have received considerably little
attention in peptides due to limitations in existing methods to access them. The synthetic …

Construction of thioamide peptide via sulfur-involved amino acids/amino aldehydes coupling

Y Liao, X Jiang - Organic Letters, 2021 - ACS Publications
A sulfur-involved ligation for thioamide quasi-peptides was developed via amino acids and
amino aldehydes coupling. The key to the transformation was the chelation of copper with …

Contemporary Applications of Thioamides and Methods for their Synthesis

TN Hansen, CA Olsen - Chemistry–A European Journal, 2024 - Wiley Online Library
Thioamides are naturally occurring isosteres of amide bonds in which the chalcogen atom of
the carbonyl is changed from oxygen to sulfur. This substitution gives rise to altered …

Ynamide-mediated thioamide and primary thioamide syntheses

C Wang, C Han, J Yang, Z Zhang… - The Journal of Organic …, 2022 - ACS Publications
Environmentally friendly ynamide-mediated thioamidation of monothiocarboxylic acids with
amines or ammonium hydroxide for the syntheses of thioamides and primary thioamides is …

Site Specific Preparation of N‐Glycosylated Peptides: Thioamide‐Directed Activation of Aspartate

AB Taresh, CA Hutton - Angewandte Chemie, 2022 - Wiley Online Library
Site Specific Preparation of N‐Glycosylated Peptides: Thioamide‐Directed Activation of
Aspartate - Taresh - 2022 - Angewandte Chemie - Wiley Online Library Skip to Article Content …

Click Chemistry for the Generation of Combination of Triazole Core and Thioether Donor Site in Organosulfur Ligands: Applications of Metal Complexes in Catalysis

N Bhatt, A Tyagi, S Purohit… - Chemistry–An Asian …, 2024 - Wiley Online Library
During the last two decades, organosulfur compounds have been used in the field of
transition metal catalysis. Some of such compounds are known for their ability to withstand …

Desolvation of peptide bond by O to S substitution impacts protein stability

B Khatri, S Raghunathan, S Chakraborti… - Angewandte Chemie …, 2021 - Wiley Online Library
Amino acid side chains are key to fine‐tuning the microenvironment polarity in proteins
composed of polar amide bonds. Here, we report that substituting an oxygen atom of the …

Total Syntheses of Streptamidine and Klebsazolicin Using Biomimetic On‐Resin Ring‐Closing Amidine Formation

S Liu, Y Tang, S Chen, X Li, H Liu - Angewandte Chemie, 2024 - Wiley Online Library
Diketopiperazine (DKP) derived cyclic amidine structures widely exist in peptide natural
products according to the genome mining result. The largely unknown bioactivity and mode …

Structural impact of thioamide incorporation into a β-hairpin

KE Fiore, MJ Patist, S Giannakoulias, CH Huang… - RSC Chemical …, 2022 - pubs.rsc.org
The thioamide is a naturally-occurring single atom substitution of the canonical amide bond.
The exchange of oxygen to sulfur alters the amide's physical and chemical characteristics …