783333-86-8

Upstream product

• 3978-80-1 Boc-Tyr-OH 
• 106-96-7 propargyl bromide 
• 30033-24-0 (2S)-3-(3,4-dihydroxyphenyl)-2-[(tert-butoxy)carbonylamino]propanoic acid 

Downstream Products

• 1170674-20-0 (2S)-2-amino-3-[4-(prop-2-ynyloxy)phenyl]-propionic acid 
• 340732-94-7 methyl 2-[(2S)-1-[(2S)-2-[(tert-butyloxycarbonyl)amino]-3-[4-(2-propynyloxy)phenyl]propanoyl]-4-[2-(tert-butoxy)-2-oxoethyl]-3-oxopiperazinyl]acetate 
• 169157-96-4 {4-[2-amino-3-(4-prop-2-ynyloxy-phenyl)-propionyl]-3-methoxycarbonylmethyl-2-oxo-piperazin-1-yl}-acetic acid 
• 956107-05-4 methyl N-(tert-butoxycarbonyl)-O-{[1-(ethyl 6-O-tert-butyldimethylsilyl-2,3,4-trideoxy-α-D-erythro-hex-2-enopyranosid-4-yl)-1H-1,2,3-triazol-4-yl]methyl}-L-tyrosinate 
• 949894-57-9 (S)-Methyl 2-((tert-butoxycarbonyl)amino)-3-(4-(prop-2-yn-1-yloxy)phenyl) propanoate 
• 340732-79-8 (S)-2-((tert-Butoxycarbonyl)amino)-3-(4-(prop-2-yn-1-yloxy)phenyl) propanoic acid 
• 26488-24-4 (3R,8aS)-hexahydro-3-(phenylmethyl)pyrrolo[1,2-a]pyrazine-1,4-dione 

Relevant academic research and scientific papers

Click strategies for single-molecule protein fluorescence

Single-molecule methods have matured into central tools for studies in biology. Foerster resonance energy transfer (FRET) techniques, in particular, have been widely applied to study biomolecular structure and dynamics. The major bottleneck for a facile and general application of these studies arises from the need to label biological samples site-specifically with suitable fluorescent dyes. In this work, we present an optimized strategy combining click chemistry and the genetic encoding of unnatural amino acids (UAAs) to overcome this limitation for proteins. We performed a systematic study with a variety of clickable UAAs and explored their potential for high-resolution single-molecule FRET (smFRET). We determined all parameters that are essential for successful single-molecule studies, such as accessibility of the probes, expression yield of proteins, and quantitative labeling. Our multiparameter fluorescence analysis allowed us to gain new insights into the effects and photophysical properties of fluorescent dyes linked to various UAAs for smFRET measurements. This led us to determine that, from the extended tool set that we now present, genetically encoding propargyllysine has major advantages for state-of-the-art measurements compared to other UAAs. Using this optimized system, we present a biocompatible one-step dual-labeling strategy of the regulatory protein RanBP3 with full labeling position freedom. Our technique allowed us then to determine that the region encompassing two FxFG repeat sequences adopts a disordered but collapsed state. RanBP3 serves here as a prototypical protein that, due to its multiple cysteines, size, and partially disordered structure, is not readily accessible to any of the typical structure determination techniques such as smFRET, NMR, and X-ray crystallography.

A Ligand Selection Strategy Identifies Chemical Probes Targeting the Proteases of SARS-CoV-2

Activity-based probes are valuable tools for chemical biology. However, finding probes that specifically target the active site of an enzyme remains a challenging task. Herein, we present a ligand selection strategy that allows to rapidly tailor electroph

Monomer Controlled Switchable Copolymerization: A Feasible Route for the Functionalization of Poly(lactide)

Switchable polymerization is an attractive strategy to enable the sequential selectivity of multi-block polyesters. Besides, these well-defined multi-block polyesters could enable further modification for wider applications. Herein, based on the reversibl

UNUSUAL SUBSTRATES OF TUBULIN TYROSINE LIGASE

The present invention provides means and methods for functionalizing a polypeptide of interest at its C-terminus with an amino acid derivative.

Total Synthesis of Microcystin-LF and Derivatives Thereof

Microcystins (MCs) are highly toxic natural products which are produced by cyanobacteria. They can be released to the water during harmful algal blooms and are a serious threat to animals and humans. Described is the total synthesis of the cyanotoxin micr

MACROCYCLIC PEPTIDOMIMETICS FOR ALPHA-HELIX MIMICRY

Methods and compositions are provided for generating macrocyclic peptides constrained by side-chain-to-C-terminus non-peptidic tethers for use as functional and structural mimics of α-helical motifs, including in therapeutic applications. These methods can be used to produce libraries of conformationally constrained peptidomimetics to identify compounds with desired activity properties.

Aminoacyl-tRNA synthetase for aminoacylation tRNA with unnatural amino acids

This invention provides compositions and methods for producing translational components that expand the number of genetically encoded amino acids in eukaryotic cells. The components include orthogonal tRNAs, orthogonal aminoacyl-tRNAsynthetases, pairs of

Reprogramming nonribosomal peptide synthetases for "clickable" amino acids

Nonribosomal peptide synthetases (NRPSs) are multifunctional enzymes that produce a wide array of bioactive peptides. Here we show that a single tryptophan-to-serine mutation in phenylalanine-specific NRPS adenylation domains enables the efficient activat

Tyrosine modified analogues of the α4β7 integrin inhibitor biotin-R8ERY prepared via Click Chemistry: Synthesis and biological evaluation

Our continuing programme aiming at developing inhibitors of integrin α4β7, a key mediator of various inflammatory diseases, led us to synthesise a library of cell-permeable peptides based on the biotin-R 8ERY* template, wherein the tyrosine residue has been modified by using the CuAAC reaction. The peptidomimetics were evaluated in a cell adhesion assay and shown to inhibit Mn2+-activated adhesion of mouse TK-1 T cells to mouse MAdCAM-1. Two of the synthesised peptidomimetics, analogues 11 and 14, are more active than our previously reported lead compound biotin-r9YDRREY at concentrations of 100 and 50 μM, with 14 exhibiting an IC50 of less than 10 μM.

Modular assembly of macrocyclic organo-peptide hybrids using synthetic and genetically encoded precursors

Mix, click, cyclize: Conformationally constrained organo-peptide hybrids can be constructed by a tandem chemoselective reaction between a synthetic molecule and a recombinant protein. Diverse macrocyclic structures were obtained in cyclic, lariat, and protein-tethered configurations by varying the nature of the synthetic and biosynthetic precursors. Copyright