Search results for "Tyrosinase"

showing 10 items of 64 documents

The Recent Crystal Structure of Human Tyrosinase Related Protein 1 (HsTYRP1) Solves an Old Problem and Poses a New One

2017

Show your metal: l-Tyrosine is converted into the protective antioxidative polymer melanin in a sequence of reactions. In humans, the catalytic pathway starts with the tyrosinase HsTYR and two tyrosinase-related proteins HsTYRP1 and HsTYRP2. All three enzymes have the same active site but the latter two contain two zinc ions instead of copper ions.

Protein ConformationTyrosinasechemistry.chemical_elementNanotechnologyZincCrystallography X-Ray010402 general chemistry01 natural sciencesAntioxidantsCatalysisMelaninProtein structureCatalytic DomainHumansTYRP1MelanosomeMelaninschemistry.chemical_classificationMembrane Glycoproteinsbiology010405 organic chemistryActive siteGeneral ChemistryCombinatorial chemistry0104 chemical sciencesZincEnzymechemistrybiology.proteinTyrosineOxidoreductasesCopperAngewandte Chemie International Edition
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Conversion of crustacean hemocyanin to catecholoxidase

2004

Crustacean hemocyanin as oxygen carrier and catecholoxidase as enzymes belong to the same protein family (type 3 copper proteins) sharing very similar active sites. Treatment with SDS of these hemocyanins results in an opening of the entrance to the active site for bulky phenolic compounds. This demonstrates, that almost all hemocyanin subunits possess the ability of catecholoxidase activity.

Protein familyCopper proteinTyrosinasemedicine.medical_treatmentGeneral Physics and Astronomychemistry.chemical_elementchemical and pharmacologic phenomenacomplex mixturesOxygenStructural BiologyCrustaceamedicineAnimalsGeneral Materials ScienceCatechol oxidasechemistry.chemical_classificationbiologyActive sitehemic and immune systemsHemocyaninCell BiologyEnzymechemistryBiochemistryHemocyaninsbiology.proteinCatechol OxidaseMicron
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Dragon method for finding novel tyrosinase inhibitors: Biosilico identification and experimental in vitro assays

2006

QSAR (quantitative structure-activity relationship) studies of tyrosinase inhibitors employing Dragon descriptors and linear discriminant analysis (LDA) are presented here. A data set of 653 compounds, 245 with tyrosinase inhibitory activity and 408 having other clinical uses were used. The active data set was processed by k-means cluster analysis in order to design training and prediction series. Seven LDA-based QSAR models were obtained. The discriminant functions applied showed a globally good classification of 99.79% for the best model Class=-96.067+1.988 x 10(2)X0Av +9 1.907 BIC3 + 6.853 CIC1 in the training set. External validation processes to assess the robustness and predictive pow…

Quantitative structure–activity relationshipDatabases FactualStereochemistryTyrosinaseQuantitative Structure-Activity RelationshipComputational biologyLigandsChemometricschemistry.chemical_compoundPiperidinesDrug DiscoveryComputer SimulationPharmacologyVirtual screeningbiologyChemistryOrganic ChemistryIn vitro toxicologyComputational BiologyDiscriminant AnalysisReproducibility of ResultsGeneral MedicineLinear discriminant analysisEnzyme inhibitorDrug Designbiology.proteinPeptidesKojic acidSoftwareEuropean Journal of Medicinal Chemistry
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New tyrosinase inhibitors selected by atomic linear indices-based classification models.

2005

In the present report, the use of the atom-based linear indices for finding functions that discriminate between the tyrosinase inhibitor compounds and inactive ones is presented. In this sense, discriminant models were applied and globally good classifications of 93.51% and 92.46% were observed for non-stochastic and stochastic linear indices best models, respectively, in the training set. The external prediction sets had accuracies of 91.67% and 89.44%. In addition, these fitted models were used in the screening of new cycloartane compounds isolated from herbal plants. A good behavior is shown between the theoretical and experimental results. These results provide a tool that can be used i…

Quantitative structure–activity relationshipMolecular modelStereochemistryTyrosinaseClinical BiochemistryMolecular ConformationPharmaceutical ScienceQuantitative Structure-Activity RelationshipBiochemistrySensitivity and SpecificityChemometricsDrug DiscoveryComputer SimulationEnzyme InhibitorsMolecular BiologyTraining setChemistryMonophenol MonooxygenaseOrganic ChemistryLinear discriminant analysisTriterpenesDiscriminantModels ChemicalTopological indexMolecular MedicineBiological systemBioorganicmedicinal chemistry letters
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Vanilloid Derivatives as Tyrosinase Inhibitors Driven by Virtual Screening-Based QSAR Models

2010

A number of vanilloids have been tested as tyrosinase inhibitors using Ligand-Based Virtual Screening (LBVS) driven by QSAR (Quantitative Structure-Activity Relationship) models as the multi-agent classification system. A total of 81 models were used to screen this family. Then, a preliminary cluster analysis of the selected chemicals was carried out based on their bioactivity to detect possible similar substructural features among these compounds and the active database used in the QSAR model construction. The compounds identified were tested in vitro to corroborate the results obtained in silico. Among them, two chemicals, isovanillin (K(M) (app) = 1.08 mM) near to kojic acid (reference d…

Quantitative structure–activity relationshipStereochemistryTyrosinaseIn silicoQuantitative Structure-Activity RelationshipPharmaceutical ScienceIsovanillinModels BiologicalSkin DiseasesVanilloidsAnalytical Chemistrychemistry.chemical_compoundCluster AnalysisHumansEnvironmental ChemistryComputer SimulationEnzyme InhibitorsSpectroscopyVirtual screeningMonophenol MonooxygenaseReference drugCombinatorial chemistrychemistryBenzaldehydesDrug DesignKojic acidAlgorithmsDrug Testing and Analysis
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Atom-Based 2D Quadratic Indices in Drug Discovery of Novel Tyrosinase Inhibitors: Results ofIn Silico Studies Supported by Experimental Results

2007

Herein we present results of QSAR studies of tyrosinase inhibitors employing one of the atom-based TOMOCOMD-CARDD (acronym of TOpological MOlecular COMputer Design-Computer Aided “Rational” Drug Design) descriptors, molecular quadratic indices, and Linear Discriminant Analysis (LDA) as pattern recognition method. In this way, a database of 246 organic chemicals, reported as tyrosinase inhibitors having great structural variability, was analyzed and presented as a helpful tool, not only for theoretical chemists but also for other researchers in this area. In total, 12 LDA-based QSAR models were obtained, the first six with the non-stochastic total and local quadratic indices and the six rema…

Quantitative structure–activity relationshipVirtual screeningDrug discoveryChemistryIn silicoTyrosinaseOrganic ChemistryComputational biologyMatthews correlation coefficientLinear discriminant analysisCombinatorial chemistryComputer Science ApplicationsMolecular descriptorDrug DiscoveryQSAR & Combinatorial Science
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Indirect oxidation of amino acid phenylhydrazides by mushroom tyrosinase.

2006

We have investigated oxidation of amino acid phenylhydrazides by mushroom tyrosinase in the presence of 4-tert-butylcatechol and N-acetyl-l-tyrosine. Spectrophotometric measurements showed gradual disappearance of 4-tert-butyl-o-benzoquinone, generated by oxidation of 4-tert-butylcatechol with sodium periodate, after addition of amino acid phenylhydrazides. However, the presence of the phenylhydrazides did not influence the concentration of 4-tert-butyl-o-benzoquinone formed during enzymatic oxidation. Oxygen consumption measurements demonstrated that in a mixture both compounds were oxidized but the reaction rate was proportional to the concentration of the catechol. In the oxidation of N-…

Reducing agentTyrosinaseBiophysicsagaritineHydrazideBiochemistrychemistry.chemical_compoundOrganic chemistryAmino AcidsMolecular Biologyhydrazidechemistry.chemical_classificationCatecholMolecular StructureSodium periodateMonophenol MonooxygenaseSpectrum AnalysishydrazineAmino acidPhenylhydrazinesOxygenAgaritineEnzymetyrosinaseo-quinonechemistryredox exchangeAgaricalesOxidation-ReductionBiochimica et biophysica acta
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Transporter (TAP)- and proteasome-independent presentation of a melanoma-associated tyrosinase epitope.

2000

The melanosomal protein tyrosinase is considered as a target of specific immunotherapy against melanoma. Two tyrosinase-derived peptides are presented in association with HLA-A2.1 [Wolfel et al., Eur. J. Immunol., 24, 759-764 (1994)]. Peptide 1-9 (MLLAVLYCL) is generated from the putative signal sequence. The internal peptide 369-377 is posttranslationally converted at residue 371, and its presentation is dependent on functional TAP transporters and proteasomes [Mosse et al., J. exp. Med.187, 37-48 (1998)]. Herein, we report on the processing and transport requirements for the signal sequence-derived peptide 1-9 that were studied in parallel to those for peptide 369-377. After infection of …

Signal peptideCancer ResearchProteasome Endopeptidase ComplexLactacystinAntigen presentationTyrosinase PeptidePeptideBiologyProtein Sorting SignalsEpitopechemistry.chemical_compoundEpitopesMultienzyme ComplexesHLA-A2 AntigenTumor Cells CulturedHumansATP Binding Cassette Transporter Subfamily B Member 2Melanomachemistry.chemical_classificationAntigen PresentationMonophenol MonooxygenaseCell biologyCTL*Cysteine EndopeptidasesOncologychemistryProteasomeBiochemistryATP-Binding Cassette TransportersT-Lymphocytes CytotoxicInternational journal of cancer
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Kinetic properties of hexameric tyrosinase from the crustacean Palinurus elephas.

2008

Tyrosinases catalyze hydroxylation of monophenols to o-diphenols and their subsequent oxidation to o-quinones, whereas catecholoxidases catalyze only the latter reaction. Both enzymes occur in all organisms and are Type 3 copper proteins that perform the first steps of melanin formation. In arthropods, they play an essential role in the sclerotization of the exoskeleton. Very few phenoloxidases are characterized structurally or kinetically and the existence of an actual tyrosinase activity has not been demonstrated in most cases. Here we present for the first time a complete kinetic characterization of a tyrosinase from a crustacean (Palinurus elephas) including the influence of inhibitors.…

StereochemistryCopper proteinTyrosinaseDopamineAllosteric regulationTyramineCooperativityBiologyBiochemistryBinding CompetitiveHydroxylationchemistry.chemical_compoundNon-competitive inhibitionAnimalsMimosinePhysical and Theoretical ChemistryEnzyme InhibitorsPalinuridaechemistry.chemical_classificationBinding SitesMolecular StructureMonophenol MonooxygenaseGeneral MedicinePhenylthioureaKineticsEnzymechemistryBiochemistryMimosineAllosteric SitePhotochemistry and photobiology
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How Does Tyrosinase Work? Recent Insights from Model Chemistry and Structural Biology

2000

Structural biologyBiochemistryChemistryTyrosinaseNanotechnologyBioinorganic chemistryGeneral ChemistryChemistry (relationship)CatalysisAngewandte Chemie International Edition
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