Search results for "Deamination"

showing 10 items of 16 documents

Collagen overglycosylation: a biochemical feature that may contribute to bone quality.

2005

Skeletal ability to resist mechanical stress is determined by bone amount and quality, which relies on macro- and micro-architecture, turnover, bone matrix, and mineralisation; the role of collagen has not been clearly elucidated. Numerous post-translational steps are involved in collagen type I biosynthesis, including residue hydroxylation and glycosylation catalysed by enzymes that work until the protein folds forming the triple helix; therefore, folding rate regulates these processes. Overglycosylated hydroxylysines are poor substrates for epsilon-amino group deamination which initiates cross-link formation. Three clinical conditions associated with fractures may relate collagen overglyc…

chemistry.chemical_classificationGlycosylationGlycosylationOsteoporosisBiophysicsDeaminationCell BiologyOsteogenesis Imperfectamedicine.diseaseBiochemistryBone and BonesHydroxylationPostmenopausechemistry.chemical_compoundEnzymeBiosynthesischemistryBiochemistryDiabetes Mellitus Type 2Osteogenesis imperfectamedicineHumansCollagenMolecular BiologyTriple helixBiochemical and biophysical research communications
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Metabolism of third generation synthetic cannabinoids using zebrafish larvae.

2021

Synthetic cannabinoids are the second largest group of new psychoactive substances reported by the United Nations Office on Drugs and Crime in the last decade and case reports bring attention to its high potency effects and its severe toxicity, including fatalities. Moreover, synthetic cannabinoids are usually entirely metabolized and metabolic pathways for many new generation synthetic cannabinoids are still unknown. In this study, the metabolism of five third generation synthetic cannabinoids were evaluated using zebrafish (Danio rerio) larvae as 24-hours in vivo model studied within 5 days after fertilization. The studied synthetic cannabinoids were MMB-CHMICA, ADB-CHMICA, ADB-CHMINACA, …

MetabolitePharmaceutical ScienceTandem mass spectrometryAnalytical Chemistrychemistry.chemical_compoundIn vivoSynthetic cannabinoidsmedicineEnvironmental ChemistryAnimalsZebrafishSpectroscopyZebrafishbiologyCannabinoidsIllicit DrugsOxidative deaminationMetabolismbiology.organism_classificationRatsMetabolic pathwaychemistryBiochemistryLarvamedicine.drugChromatography LiquidDrug testing and analysisREFERENCES
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Metabolic pathways of 4-bromo-2,5-dimethoxyphenethylamine (2C-B): analysis of phase I metabolism with hepatocytes of six species including human

2004

Abstract 4-Bromo-2,5-dimethoxyphenethylamine (2C-B) is a psychoactive designer drug of abuse that is sold under the street names “Venus”, “Bromo”, “Erox”, “XTC” or “Nexus”. Concern has been raised because only little is known about its toxicity and metabolism in humans. In the present study we incubated 2C-B with human, monkey, dog, rabbit, rat and mouse hepatocytes to identify the metabolites formed and to determine possible toxic effects as evidenced by an ATP assay. Our data allow construction of the main metabolic pathways of 2C-B. Oxidative deamination results in the 2-(4-bromo-2,5-dimethoxyphenyl)-ethanol (BDMPE) and 4-bromo-2,5-dimethoxyphenylacetic acid (BDMPAA) metabolites. Additio…

MaleMetaboliteDeaminationMice Inbred StrainsBiologyToxicologyGas Chromatography-Mass SpectrometryRats Sprague-DawleyMicechemistry.chemical_compoundAdenosine TriphosphateDogsSpecies SpecificitymedicineAnimalsHumansCells CulturedDemethylationDose-Response Relationship DrugMolecular Structure25-Dimethoxy-4-MethylamphetamineIllicit DrugsOxidative deaminationMetabolismMiddle AgedRatsMacaca fascicularisMetabolic pathwaymedicine.anatomical_structurechemistryBiochemistryDeaminationHepatocyteHepatocytesRabbitsOxidation-ReductionDrug metabolismToxicology
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APOBEC3-mediated restriction of RNA virus replication

2018

AbstractAPOBEC3 family members are cytidine deaminases with roles in intrinsic responses to infection by retroviruses and retrotransposons, and in the control of other DNA viruses, such as herpesviruses, parvoviruses and hepatitis B virus. Although effects of APOBEC3 members on viral DNA have been demonstrated, it is not known whether they edit RNA genomes through cytidine deamination. Here, we investigated APOBEC3-mediated restriction of Coronaviridae. In experiments in vitro, three human APOBEC3 proteins (A3C, A3F and A3H) inhibited HCoV-NL63 infection and limited production of progeny virus, but did not cause hypermutation of the coronaviral genome. APOBEC3-mediated restriction was parti…

0301 basic medicineHepatitis B virusviruseslcsh:MedicineGenome Viralmedicine.disease_causeVirus ReplicationVirusArticleCell LineCytosine Deaminase03 medical and health scienceschemistry.chemical_compoundCytidine deaminationCytidine DeaminasemedicineCoronaviridaeHumansRNA VirusesAPOBEC Deaminaseslcsh:ScienceCoronavirusMultidisciplinarybiology630 Agriculturelcsh:RDNA VirusesRNARNA virusbiochemical phenomena metabolism and nutritionbiology.organism_classificationVirology3. Good health030104 developmental biologyNucleoproteinschemistryViral replicationRNA570 Life sciences; biologylcsh:QDNA
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Biochemical Properties of Human D-Amino Acid Oxidase

2017

D-amino acid oxidase catalyzes the oxidative deamination of D-amino acids. In the brain, the NMDA receptor coagonist D-serine has been proposed as its physiological substrate. In order to shed light on the mechanisms regulating D-serine concentration at the cellular level, we biochemically characterized human DAAO (hDAAO) in greater depth. In addition to clarify the physical-chemical properties of the enzyme, we demonstrated that divalent ions and nucleotides do not affect flavoenzyme function. Moreover, the definition of hDAAO substrate specificity demonstrated that D-cysteine is the best substrate, which made it possible to propose it as a putative physiological substrate in selected tiss…

0301 basic medicinestructure-function relationshipssubstrate specificityD-amino acid oxidaseD-serineGenetics and Molecular Biology (miscellaneous)Flavin groupBiochemistry Genetics and Molecular Biology (miscellaneous)BiochemistryCofactor03 medical and health sciencesMolecular BiosciencesMolecular Biologylcsh:QH301-705.5D-cysteineOriginal Researchchemistry.chemical_classificationbiologyActive siteSubstrate (chemistry)Oxidative deaminationLigand (biochemistry)Amino acidD-amino acid oxidase; D-cysteine; D-serine; structure-function relationships; substrate specificity030104 developmental biologyBiochemistrychemistrylcsh:Biology (General)biology.proteinD-amino acid oxidase; D-cysteine; D-serine; Structure-function relationships; Substrate specificity; Molecular Biology; Biochemistry; Biochemistry Genetics and Molecular Biology (miscellaneous)D-amino acid oxidaseFrontiers in Molecular Biosciences
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The external domains of the HIV-1 envelope are a mutational cold spot

2015

In RNA viruses, mutations occur fast and have large fitness effects. While this affords remarkable adaptability, it can also endanger viral survival due to the accumulation of deleterious mutations. How RNA viruses reconcile these two opposed facets of mutation is still unknown. Here we show that, in human immunodeficiency virus (HIV-1), spontaneous mutations are not randomly located along the viral genome. We find that the viral mutation rate experiences a threefold reduction in the region encoding the most external domains of the viral envelope, which are strongly targeted by neutralizing antibodies. This contrasts with the hypermutation mechanisms deployed by other, more slowly mutating …

Mutation ratevirusesGeneral Physics and AstronomyHIV InfectionsBiologymedicine.disease_causeArticleGeneral Biochemistry Genetics and Molecular Biology03 medical and health sciencesCytidine deaminationMutation RateViral Envelope ProteinsViral envelopeViral entrymedicineViral structural proteinHumans030304 developmental biologyGenetics0303 health sciencesMutationMultidisciplinary030302 biochemistry & molecular biologyRNAGeneral ChemistryVirologyProtein Structure Tertiary3. Good healthViral evolutionHIV-1Nature Communications
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NOseq: amplicon sequencing evaluation method for RNA m6A sites after chemical deamination

2020

Abstract Methods for the detection of m6A by RNA-Seq technologies are increasingly sought after. We here present NOseq, a method to detect m6A residues in defined amplicons by virtue of their resistance to chemical deamination, effected by nitrous acid. Partial deamination in NOseq affects all exocyclic amino groups present in nucleobases and thus also changes sequence information. The method uses a mapping algorithm specifically adapted to the sequence degeneration caused by deamination events. Thus, m6A sites with partial modification levels of ∼50% were detected in defined amplicons, and this threshold can be lowered to ∼10% by combination with m6A immunoprecipitation. NOseq faithfully d…

AdenosineSequence analysisAcademicSubjects/SCI00010Bisulfite sequencingDeaminationAdenosine/analogs & derivatives; Adenosine/analysis; Algorithms; Animals; Chromatography Liquid; Deamination; Drosophila melanogaster/genetics; HEK293 Cells; HeLa Cells; High-Throughput Nucleotide Sequencing/methods; Humans; RNA/chemistry; RNA Long Noncoding/chemistry; RNA Messenger/chemistry; RNA Ribosomal 18S/chemistry; Sequence Alignment; Sequence Analysis RNA/methods; Tandem Mass SpectrometrySequence alignmentComputational biologyBiology010402 general chemistry[SDV.BBM.BM] Life Sciences [q-bio]/Biochemistry Molecular Biology/Molecular biology01 natural sciencesTranscriptome03 medical and health sciencesNarese/13Tandem Mass Spectrometry[SDV.BBM.GTP]Life Sciences [q-bio]/Biochemistry Molecular Biology/Genomics [q-bio.GN]GeneticsRNA Ribosomal 18SAnimalsHumansRNA MessengerComputingMilieux_MISCELLANEOUS030304 developmental biology0303 health sciencesSequence Analysis RNARNAHigh-Throughput Nucleotide Sequencing[SDV.BBM.BM]Life Sciences [q-bio]/Biochemistry Molecular Biology/Molecular biologyAmpliconRibosomal RNA0104 chemical sciencesDrosophila melanogasterHEK293 CellsDeaminationMethods OnlineRNA[SDV.BBM.GTP] Life Sciences [q-bio]/Biochemistry Molecular Biology/Genomics [q-bio.GN]RNA Long NoncodingSequence AlignmentAlgorithmsChromatography LiquidHeLa Cells
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L‐Aspartate as a high‐quality nitrogen source in Escherichia coli : Regulation of L‐aspartase by the nitrogen regulatory system and interaction of L‐…

2020

Escherichia coli uses the C4-dicarboxylate transporter DcuA for L-aspartate/fumarate antiport, which results in the exploitation of L-aspartate for fumarate respiration under anaerobic conditions and for nitrogen assimilation under aerobic and anaerobic conditions. L-Aspartate represents a high-quality nitrogen source for assimilation. Nitrogen assimilation from L-aspartate required DcuA, and aspartase AspA to release ammonia. Ammonia is able to provide by established pathways the complete set of intracellular precursors (ammonia, L-aspartate, L-glutamate, and L-glutamine) for synthesizing amino acids, nucleotides, and amino sugars. AspA was regulated by a central regulator of nitrogen meta…

endocrine system diseasesNitrogenGlutaminePII Nitrogen Regulatory ProteinsNitrogen assimilationDeaminationGlutamic AcidBiologymedicine.disease_causeAspartate Ammonia-LyaseMicrobiology03 medical and health sciencesBacterial ProteinsAmmoniaEscherichia colimedicineProtein Interaction Domains and MotifsNucleotideMolecular BiologyEscherichia coliNitrogen cycle030304 developmental biologyDicarboxylic Acid Transporterschemistry.chemical_classificationAspartic Acid0303 health sciences030306 microbiologyEscherichia coli ProteinsAssimilation (biology)Gene Expression Regulation BacterialAmino acidEnzymechemistryBiochemistryMutationKetoglutaric AcidsMetabolic Networks and PathwaysMolecular Microbiology
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Pre- and Post-translational Regulation of Lysyl Oxidase by Transforming Growth Factor-β1 in Osteoblastic MC3T3-E1 Cells

1995

The final enzymatic step required for collagen cross-linking is the extracellular oxidative deamination of peptidyl-lysine and -hydroxylysine residues by lysyl oxidase. A cross-linked collagenous extracellular matrix is required for bone formation. The goals of this study were to compare the transforming growth factor (TGF)-beta 1 regulation of lysyl oxidase enzyme activity and steady state mRNA levels to changes in COL1A1 mRNA levels in MC3T3-E1 osteoblastic cells. TGF-beta 1 increased steady state lysyl oxidase and COL1A1 mRNA levels in a dose- and time-dependent manner. The increase in lysyl oxidase mRNA levels was transient, peaking at 12 h and 8.8 times controls in cells treated with 4…

Recombinant Fusion ProteinsLysyl oxidasemacromolecular substancesBiochemistryGene Expression Regulation EnzymologicProtein-Lysine 6-OxidaseExtracellular matrixMicechemistry.chemical_compoundTransforming Growth Factor betaEndopeptidasesTranslational regulationExtracellularAnimalsHumansRNA Messengerskin and connective tissue diseasesMolecular BiologyOsteoblastsintegumentary systembiologyOxidative deamination3T3 CellsCell BiologyMolecular biologyRecombinant ProteinsEnzyme assayKineticsHydroxylysinechemistrybiology.proteinElectrophoresis Polyacrylamide GelCollagenProtein Processing Post-TranslationalTransforming growth factorJournal of Biological Chemistry
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Short syntheses of (+)-ferruginol from (+)-dehydroabietylamine

2012

Short syntheses of bioactive (+)-ferruginol in five or six synthetic steps starting from commercially available (+)-dehydroabietylamine are described. The oxygenated function at C12 was introduced via a Friedel–Crafts acylation of N-phthaloyldehydroabietylamine followed by Baeyer–Villiger oxidation. Then, overall deprotection of functional groups, reductive deamination or biomimetic oxidative deamination, and final Wolff–Kishner reduction provided (+)-ferruginol in 21 and 23% overall yields, respectively.

FerruginolAcylationchemistry.chemical_compoundchemistryOrganic ChemistryDrug DiscoveryDeaminationOrganic chemistryOxidative deaminationDiterpeneBiochemistryChemical synthesisTetrahedron
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