Biosynthesis and chemical applications of thioamides
Thioamidation as a posttranslational modification is exceptionally rare, with only a few
reported natural products and exactly one known protein example (methyl-coenzyme M …
reported natural products and exactly one known protein example (methyl-coenzyme M …
Unnatural Amino Acids for Biological Spectroscopy and Microscopy
Due to advances in methods for site-specific incorporation of unnatural amino acids (UAAs)
into proteins, a large number of UAAs with tailored chemical and/or physical properties have …
into proteins, a large number of UAAs with tailored chemical and/or physical properties have …
Thioamide Analogues of MHC I Antigen Peptides
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 …
can stimulate CD8 T cells in vivo to destroy virus-infected or cancer cells. The development …
A prevalent intraresidue hydrogen bond stabilizes proteins
Current limitations in de novo protein structure prediction and design suggest an incomplete
understanding of the interactions that govern protein folding. Here we demonstrate that …
understanding of the interactions that govern protein folding. Here we demonstrate that …
Thioamide substitution selectively modulates proteolysis and receptor activity of therapeutic peptide hormones
X Chen, EG Mietlicki-Baase, TM Barrett… - Journal of the …, 2017 - ACS Publications
Peptide hormones are attractive as injectable therapeutics and imaging agents, but they
often require extensive modification by mutagenesis and/or chemical synthesis to prevent …
often require extensive modification by mutagenesis and/or chemical synthesis to prevent …
Three-component reaction between alkynes, elemental sulfur, and aliphatic amines: a general, straightforward, and atom economical approach to thioamides
TB Nguyen, MQ Tran, L Ermolenko… - Organic letters, 2014 - ACS Publications
Three-Component Reaction between Alkynes, Elemental Sulfur, and Aliphatic Amines: A
General, Straightforward, and Atom Economical Approach to Thioamides | Organic Letters …
General, Straightforward, and Atom Economical Approach to Thioamides | Organic Letters …
Synergistic Effects of Unconventional Hydrogen Bonds and π-Stacking Interaction and Their Excited-State Dependence: The Origin of Unusual Photophysical …
YG Fang, C Zhu, L Shen, H Wang… - Journal of the American …, 2024 - ACS Publications
It has been established experimentally that aromatic thioketones possess several inherently
unique photophysical properties, some of which are highly sensitive even to common …
unique photophysical properties, some of which are highly sensitive even to common …
The effects of thioamide backbone substitution on protein stability: a study in α-helical, β-sheet, and polyproline II helical contexts
CR Walters, DM Szantai-Kis, Y Zhang, ZE Reinert… - Chemical …, 2017 - pubs.rsc.org
Thioamides are single atom substitutions of the peptide bond that serve as versatile probes
of protein structure. Effective use of thioamides requires a robust understanding of the …
of protein structure. Effective use of thioamides requires a robust understanding of the …
Increasing the bioactive space of peptide macrocycles by thioamide substitution
We show that substituting a single atom, O to S (amide to thioamide), in a peptide bond
results in global restriction of the conformational flexibility in peptide macrocycles with …
results in global restriction of the conformational flexibility in peptide macrocycles with …
Increasing protein stability by engineering the n→ π* interaction at the β-turn
Abundant n→ π* interactions between adjacent backbone carbonyl groups, identified by
statistical analysis of protein structures, are predicted to play an important role in dictating …
statistical analysis of protein structures, are predicted to play an important role in dictating …