Search results for "unnatural amino acid"

showing 3 items of 3 documents

Inducible Genetic Code Expansion in Eukaryotes

2020

Abstract Genetic code expansion (GCE) is a versatile tool to site‐specifically incorporate a noncanonical amino acid (ncAA) into a protein, for example, to perform fluorescent labeling inside living cells. To this end, an orthogonal aminoacyl‐tRNA‐synthetase/tRNA (RS/tRNA) pair is used to insert the ncAA in response to an amber stop codon in the protein of interest. One of the drawbacks of this system is that, in order to achieve maximum efficiency, high levels of the orthogonal tRNA are required, and this could interfere with host cell functionality. To minimize the adverse effects on the host, we have developed an inducible GCE system that enables us to switch on tRNA or RS expression whe…

Context (language use)Computational biology010402 general chemistry01 natural sciencesBiochemistryInsert (molecular biology)Amino Acyl-tRNA SynthetasesRNA TransferEscherichia coliHumansunnatural amino acidAmino AcidsMolecular BiologyT-RExchemistry.chemical_classificationTet-On010405 organic chemistryChemistryCommunicationOrganic ChemistryEukaryotaGenetic codeamber suppressionCommunications0104 chemical sciencesAmino acidMaximum efficiencyFluorescent labellingHEK293 CellsGenetic CodePylRSTransfer RNAMolecular MedicineAmber Stop CodonChemBioChem
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Synthesis and Evaluation of Novel Ring‐Strained Noncanonical Amino Acids for Residue‐Specific Bioorthogonal Reactions in Living Cells

2021

Abstract Bioorthogonal reactions are ideally suited to selectively modify proteins in complex environments, even in vivo. Kinetics and product stability of these reactions are crucial parameters to evaluate their usefulness for specific applications. Strain promoted inverse electron demand Diels–Alder cycloadditions (SPIEDAC) between tetrazines and strained alkenes or alkynes are particularly popular, as they allow ultrafast labeling inside cells. In combination with genetic code expansion (GCE)‐a method that allows to incorporate noncanonical amino acids (ncAAs) site‐specifically into proteins in vivo. These reactions enable residue‐specific fluorophore attachment to proteins in living mam…

FluorophoreKinetics010402 general chemistry01 natural sciencesCatalysischemistry.chemical_compoundIn vivoChemical BiologyAnimalsAmino AcidsFluorescent Dyeschemistry.chemical_classificationCycloaddition ReactionFull Paper010405 organic chemistryChemistryOrganic ChemistryProteinsprotein engineeringGeneral ChemistryProtein engineeringFull PapersGenetic codelive-cell labeling0104 chemical sciencesAmino acidkineticsAlkynesclick chemistryBiophysicsClick chemistryBioorthogonal chemistryunnatural amino acidsChemistry – A European Journal
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Unnatural amino acids increase activity and specificity of synthetic substrates for human and malarial cathepsin C

2014

Mammalian cathepsin C is primarily responsible for the removal of N-terminal dipeptides and activation of several serine proteases in inflammatory or immune cells, while its malarial parasite ortholog dipeptidyl aminopeptidase 1 plays a crucial role in catabolizing the hemoglobin of its host erythrocyte. In this report, we describe the systematic substrate specificity analysis of three cathepsin C orthologs from Homo sapiens (human), Bos taurus (bovine) and Plasmodium falciparum (malaria parasite). Here, we present a new approach with a tailored fluorogenic substrate library designed and synthesized to probe the S1 and S2 pocket preferences of these enzymes with both natural and a broad ran…

ProteasesPlasmodium falciparumClinical BiochemistryProtozoan ProteinsBiologysubstrate libraryAminopeptidaseBiochemistryCathepsin CCathepsin CSubstrate SpecificitySerineAnimalsHumanscysteine proteaseunnatural amino acidAmino AcidsCathepsinchemistry.chemical_classificationMolecular StructureOrganic ChemistryPlasmodium falciparumnon-proteinogenicDipeptidesbiology.organism_classificationCysteine proteaseAmino acidKineticsBiochemistrychemistryfluorogenic substrateOriginal ArticleCattleAmino Acids
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