A new approach for selective modification of cysteine-containing peptides through gold-mediated oxidative allene-thiol coupling reaction in aqueous medium is developed.
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http://dx.doi.org/10.1039/c2cc38214h | DOI Listing |
Food Chem
January 2023
Targeted Drug Delivery Research Center, Pharmaceutical Technology Institute, Mashhad University of Medical Sciences, Mashhad, Iran; Department of Pharmaceutical Biotechnology, School of Pharmacy, Mashhad University of Medical Sciences, Mashhad, Iran.
A simple aptasensor is embedded in the internal surface of a micropipette tip as the aptasensor substrate for the label-free monitoring of acrylamide. The aptasensor is based on the formation of the triple-helix molecular switch (THMS) structure of the DNA strands that induces the salt-enforced aggregation of gold nanoparticles (AuNPs). A smartphone imaging readout-based strategy is applied to quantify acrylamide.
View Article and Find Full Text PDFBioconjug Chem
August 2022
Eurofins Integrated Discovery Ltd, Fyfield Business & Research Park, Fyfield Road, Ongar CM5 0GS, United Kingdom.
Bicycles are constrained bicyclic peptides formed through reaction of three cysteine residues within a linear sequence with a trivalent, symmetrical small molecule scaffold. Bicycles with high binding affinities to therapeutically important targets can be discovered using screening technologies such as phage display. Increasing the chemical diversity of Bicycles should improve the probability of finding hits to new targets and can be achieved by expanding the toolbox of Bicycle forming chemistries.
View Article and Find Full Text PDFJ Org Chem
December 2021
Côte d'Azur University, Institut de Chimie de Nice, Valrose Park, 06108 Nice Cedex 2, France.
A novel and mild synthetic route for the preparation of functionalized polycyclic indole skeletons via a gold-mediated cycloisomerization/alkoxylation of 1,6-aldehyde-yne has been developed. This atom-economical catalytic process that associates IPrAu(MeCN)BF and an alcohol demonstrated remarkable selectivity in accessing functionalized 3,4-dihydro-1-[1,4]oxazino[4,3-]indole derivatives of high synthetic utility (21 examples, yields of ≤96%) and could be optimized under asymmetric conditions with an enantiomeric excess of ≤86%.
View Article and Find Full Text PDFChemistry
June 2019
School of Chemistry, Cardiff University, Main Building, Park Place, CF10 3AT, Cardiff, UK.
With the aim of exploiting the use of organometallic species for the efficient modification of proteins through C-atom transfer, the gold-mediated cysteine arylation through a reductive elimination process occurring from the reaction of cyclometalated Au C^N complexes with a zinc finger peptide (Cys His type) is here reported. Among the four selected Au cyclometalated compounds, the [Au(C N)Cl ] complex featuring the 2-benzoylpyridine (C N) scaffold was identified as the most prone to reductive elimination and Cys arylation in buffered aqueous solution (pH 7.4) at 37 °C by high-resolution LC electrospray ionization mass spectrometry.
View Article and Find Full Text PDFInorg Chem
March 2016
Beijing National Laboratory for Molecular Sciences, State Key Laboratory of Rare Earth Materials Chemistry and Applications, College of Chemistry and Molecular Engineering, Peking University, Beijing 100871, P. R. China.
A tricoordinated gold(I) chloride complex, tBuXantphosAuCl, supported by a sterically bulky 9,9-dimethyl-4,5-bis(di-tert-butylphosphino)xanthene ligand (tBuXantphos) was synthesized. This complex features a remarkably longer Au-Cl bond length [2.632(1) Å] than bicoordinated linear gold complexes (2.
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