Base de dados : MEDLINE
Pesquisa : D02.455.326.397 [Categoria DeCS]
Referências encontradas : 6489 [refinar]
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[PMID]:29214531
[Au] Autor:Zhang J; Liang L; Guan X; Deng R; Qu H; Huang D; Xu S; Liang C; Xu W
[Ad] Endereço:State Key Laboratory of Supramolecular Structure and Materials, Institute of Theoretical Chemistry, Jilin University, Changchun, Jilin, 130012, China.
[Ti] Título:In situ, accurate, surface-enhanced Raman scattering detection of cancer cell nucleus with synchronous location by an alkyne-labeled biomolecular probe.
[So] Source:Anal Bioanal Chem;410(2):585-594, 2018 Jan.
[Is] ISSN:1618-2650
[Cp] País de publicação:Germany
[La] Idioma:eng
[Ab] Resumo:A surface-enhanced Raman scattering (SERS) method for in situ detection and analysis of the intranuclear biomolecular information of a cell has been developed based on a small, biocompatible, nuclear-targeting alkyne-tagged deoxyribonucleic acid (DNA) probe (5-ethynyl-2'-deoxyuridine, EDU) that can specially accumulate in the cell nucleus during DNA replications to precisely locate the nuclear region without disturbance in cell biological activities and functions. Since the specific alkyne group shows a Raman peak in the Raman-silent region of cells, it is an interior label to visualize the nuclear location synchronously in real time when measuring the SERS spectra of a cell. Because no fluorescent-labeled dyes were used for locating cell nuclei, this method is simple, nondestructive, non- photobleaching, and valuable for the in situ exploration of vital physiological processes with DNA participation in cell organelles. Graphical abstract A universal strategy was developed to accurately locate the nuclear region and obtain precise molecular information of cell nuclei by SERS.
[Mh] Termos MeSH primário: Alquinos/análise
Núcleo Celular/patologia
Desoxiuridina/análogos & derivados
Neoplasias/patologia
[Mh] Termos MeSH secundário: Núcleo Celular/química
Desoxiuridina/análise
Seres Humanos
Células MCF-7
Microscopia de Fluorescência/métodos
Neoplasias/química
Imagem Óptica/métodos
Análise Espectral Raman/métodos
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Alkynes); G373S00W2J (5-ethynyl-2'-deoxyuridine); W78I7AY22C (Deoxyuridine)
[Em] Mês de entrada:1803
[Cu] Atualização por classe:180309
[Lr] Data última revisão:
180309
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:171208
[St] Status:MEDLINE
[do] DOI:10.1007/s00216-017-0761-4


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[PMID]:29231935
[Au] Autor:Roy S; Samanta D; Kumar P; Maji TK
[Ad] Endereço:Molecular Materials Laboratory, Chemistry and Physics of Materials Unit, Jawaharlal Nehru Centre for Advanced Scientific Research, Bangalore-560064, India. tmaji@jncasr.ac.in.
[Ti] Título:Pure white light emission and charge transfer in organogels of symmetrical and unsymmetrical π-chromophoric oligo-p-(phenyleneethynylene) bola-amphiphiles.
[So] Source:Chem Commun (Camb);54(3):275-278, 2018 Jan 02.
[Is] ISSN:1364-548X
[Cp] País de publicação:England
[La] Idioma:eng
[Ab] Resumo:Two novel bola-amphiphilic oligo-p-(phenyleneethynylene) (OPE) dicarboxylates have been synthesized having non-polar and mixed-polar side chains. This led to gelation in both with vesicular morphology. Upon in situ loading of a suitable dye and redox-active molecule, pure white light emitting and charge transfer (CT)-gels, respectively, were realized.
[Mh] Termos MeSH primário: Alquinos/química
Derivados de Benzeno/química
Substâncias Luminescentes/química
Tensoativos/química
[Mh] Termos MeSH secundário: Alquinos/síntese química
Alquinos/efeitos da radiação
Compostos Azo/química
Derivados de Benzeno/síntese química
Derivados de Benzeno/efeitos da radiação
Géis
Luz
Substâncias Luminescentes/síntese química
Substâncias Luminescentes/efeitos da radiação
Nitrilos/química
Tensoativos/síntese química
Tensoativos/efeitos da radiação
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Alkynes); 0 (Azo Compounds); 0 (Benzene Derivatives); 0 (Gels); 0 (Luminescent Agents); 0 (Nitriles); 0 (Surface-Active Agents); 1518-16-7 (tetracyanoquinodimethane); 69083AX1ZX (methyl red)
[Em] Mês de entrada:1802
[Cu] Atualização por classe:180226
[Lr] Data última revisão:
180226
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:171213
[St] Status:MEDLINE
[do] DOI:10.1039/c7cc08046h


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[PMID]:29339160
[Au] Autor:Raudsepp A; Kent LM; Hall SB; Williams MAK
[Ad] Endereço:Institute of Fundamental Sciences, Massey University, Palmerston North 4442, New Zealand.
[Ti] Título:Overstretching partially alkyne functionalized dsDNA using near infrared optical tweezers.
[So] Source:Biochem Biophys Res Commun;496(3):975-980, 2018 02 12.
[Is] ISSN:1090-2104
[Cp] País de publicação:United States
[La] Idioma:eng
[Ab] Resumo:The force-extension behaviour of synthesized double-stranded DNAs (dsDNAs) designed to have 2.1% or 6.6% of the thymine bases alkyne functionalized was studied using near infrared (NIR) optical tweezers. Measurements were carried out on substrates with and without flurophores covalently attached to the alkyne moiety over an extended force range (F=0-70 pN) and results were compared to those obtained from an unmodified control. In accordance with earlier work [1] (measured over a force range F=0-5 pN), the force-extension of the dsDNA containing 2.1% modified-bases agreed well with that of the control. By contrast, the force-extension of the dsDNA containing 6.6% modified-bases showed an increasing deviation from that of the control as the dsDNA extension approached the molecule's contour length. These results indicate that incorporating alkyne functionalized bases can modify the mechanical properties of the dsDNA and that degree of functionalization should be carefully considered if a fluorescent mechanical analogue is required. A discrepancy between 1) the control dsDNA force-extension measured in Ref. [1] and that measured here and 2) dsDNA extensions carried out on the same duplex at different laser powers was noted; this was attributed to beam heating by the NIR trapping laser which was estimated to raise the local temperature at the optical traps by ΔT≈10-15°C.
[Mh] Termos MeSH primário: Alquinos/química
DNA/química
Pinças Ópticas
[Mh] Termos MeSH secundário: Módulo de Elasticidade
Raios Infravermelhos
Conformação de Ácido Nucleico
Estresse Mecânico
Resistência à Tração
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Alkynes); 9007-49-2 (DNA)
[Em] Mês de entrada:1802
[Cu] Atualização por classe:180222
[Lr] Data última revisão:
180222
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:180118
[St] Status:MEDLINE


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[PMID]:29248298
[Au] Autor:Chatkewitz LE; Halonski JF; Padilla MS; Young DD
[Ad] Endereço:Department of Chemistry, College of William & Mary, P.O. Box 8795, Williamsburg, VA 23187 USA.
[Ti] Título:Investigation of copper-free alkyne/azide 1,3-dipolar cycloadditions using microwave irradiation.
[So] Source:Bioorg Med Chem Lett;28(2):81-84, 2018 01 15.
[Is] ISSN:1464-3405
[Cp] País de publicação:England
[La] Idioma:eng
[Ab] Resumo:The prevalence of 1,3-dipolar cycloadditions of azides and alkynes within both biology and chemistry highlights the utility of these reactions. However, the use of a copper catalyst can be prohibitive to some applications. Consequently, we have optimized a copper-free microwave-assisted reaction to alleviate the necessity for the copper catalyst. A small array of triazoles was prepared to examine the scope of this approach, and the methodology was translated to a protein context through the use of unnatural amino acids to demonstrate one of the first microwave-mediated bioconjugations involving a full length protein.
[Mh] Termos MeSH primário: Alquinos/química
Azidas/química
Micro-Ondas
Triazóis/síntese química
[Mh] Termos MeSH secundário: Reação de Cicloadição
Modelos Moleculares
Estrutura Molecular
Triazóis/química
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Alkynes); 0 (Azides); 0 (Triazoles)
[Em] Mês de entrada:1802
[Cu] Atualização por classe:180216
[Lr] Data última revisão:
180216
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:171218
[St] Status:MEDLINE


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[PMID]:29185853
[Au] Autor:Ananda Mohan A; Veera Raghava Sharma G; Vidavalur S
[Ad] Endereço:a Department of Organic Chemistry , Dr. B.R. Ambedkar University , Srikakulam, Etcherla , Andhra Pradesh , India.
[Ti] Título:Synthesis, characterization and biological evaluation of C5'-N-cyclopropylcarboxamido-C6-amino-C2-alkynylated purine nucleoside analogues.
[So] Source:Nucleosides Nucleotides Nucleic Acids;36(10):637-651, 2017 Oct 03.
[Is] ISSN:1532-2335
[Cp] País de publicação:United States
[La] Idioma:eng
[Ab] Resumo:In an effort to develop potent antibacterial and anticancer agents, a series of C5'-N-cyclopropylcarboxamido-C6-amino-C2-alkynylated purine nucleoside analogues 11a-g were synthesized through a Sonogashira cross-coupling reaction. The nine-step synthesis is easy to perform, and employs commercially available reagents. 2-Iodo-5'-N-cyclopropylcarboxamidoadenosine (9) was used as the starting intermediate for the synthesis of title derivatives 11a-g. Synthetic intermediates (2-9) and final products (11a-g) were appropriately characterized by IR, H NMR, C NMR and mass spectroscopy. The synthesized purine nucleoside analogues (11a-g) were evaluated for their in vitro antibacterial activity against two gram-positive and two gram-negative bacteria. They were then tested for cytotoxicity against MDA-MB-231 and Caco-2 cancer cell lines to determine their anti-cancer activity. Among the tested compounds, compounds 11c and 11g showed most potent antibacterial activity against S.aureus and P.aeruginosa bacterial strains. Compounds 11b and 11e displayed considerable IC of 7.9 and 6.8 µg/mL, respectively, vs MDA-MB-231 cell lines of 7.5 and 8.3 µg/mL, respectively, against the Caco-2 cell lines.
[Mh] Termos MeSH primário: Alquinos/química
Antibacterianos/síntese química
Antibacterianos/farmacologia
Antineoplásicos/síntese química
Antineoplásicos/farmacologia
Nucleosídeos de Purina/síntese química
Nucleosídeos de Purina/farmacologia
[Mh] Termos MeSH secundário: Amidas/química
Antibacterianos/química
Antineoplásicos/química
Linhagem Celular Tumoral
Técnicas de Química Sintética
Seres Humanos
Nucleosídeos de Purina/química
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Alkynes); 0 (Amides); 0 (Anti-Bacterial Agents); 0 (Antineoplastic Agents); 0 (Purine Nucleosides)
[Em] Mês de entrada:1801
[Cu] Atualização por classe:180105
[Lr] Data última revisão:
180105
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:171130
[St] Status:MEDLINE
[do] DOI:10.1080/15257770.2017.1375117


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[PMID]:28460887
[Au] Autor:Saneyoshi H; Kondo K; Iketani K; Ono A
[Ad] Endereço:Department of Material and Life Chemistry, Faculty of Engineering, Kanagawa University, 3-27-1 Rokkakubashi, Kanagawa-ku, Yokohama 221-8686, Japan. Electronic address: saneyoshih@kanagawa-u.ac.jp.
[Ti] Título:Alkyne-linked reduction-activated protecting groups for diverse functionalization on the backbone of oligonucleotides.
[So] Source:Bioorg Med Chem;25(13):3350-3356, 2017 07 01.
[Is] ISSN:1464-3391
[Cp] País de publicação:England
[La] Idioma:eng
[Ab] Resumo:A versatile conjugatable/bioreduction-responsive protecting group for phosphodiester moieties was designed, synthesized and incorporated into oligonucleotide strands. Subsequently, controlled pore glass-supported oligonucleotides were conjugated to a variety of functional molecules using a copper-catalyzed azide-alkyne cycloaddition reaction. The functionalized protecting groups were deprotected by a nitroreductase/NADH reduction system to give "naked" oligonucleotides. This method allowed the synthesis of oligonucleotide prodrugs bearing the functionalized protecting group at the desired sites and desired residues on oligodeoxyribonucleotide (ODN) backbones.
[Mh] Termos MeSH primário: Alquinos/química
Oligonucleotídeos/síntese química
Pró-Fármacos/síntese química
[Mh] Termos MeSH secundário: Alquinos/metabolismo
Estrutura Molecular
NAD/química
NAD/metabolismo
Nitrorredutases/química
Nitrorredutases/metabolismo
Oligonucleotídeos/química
Oligonucleotídeos/metabolismo
Oxirredução
Pró-Fármacos/química
Pró-Fármacos/metabolismo
[Pt] Tipo de publicação:JOURNAL ARTICLE; RESEARCH SUPPORT, NON-U.S. GOV'T
[Nm] Nome de substância:
0 (Alkynes); 0 (Oligonucleotides); 0 (Prodrugs); 0U46U6E8UK (NAD); EC 1.7.- (Nitroreductases)
[Em] Mês de entrada:1708
[Cu] Atualização por classe:171208
[Lr] Data última revisão:
171208
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:170503
[St] Status:MEDLINE


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[PMID]:28743396
[Au] Autor:Finetti C; Sola L; Elliott J; Chiari M
[Ad] Endereço:National Research Council of Italy, Institute of Chemistry of Molecular Recognition, Via Mario Bianco 9 20131 Milan, Italy.
[Ti] Título:Synthesis of hydrogel via click chemistry for DNA electrophoresis.
[So] Source:J Chromatogr A;1513:226-234, 2017 Sep 01.
[Is] ISSN:1873-3778
[Cp] País de publicação:Netherlands
[La] Idioma:eng
[Ab] Resumo:This work introduces a novel sieving gel for DNA electrophoresis using a classical click chemistry reaction, the copper (I)-catalyzed azide-alkyne cycloaddition (CuAAC), to cross-link functional polymer chains. The efficiency of this reaction provides, under mild conditions, hydrogels with near-ideal network connectivity and improved physical properties. Hydrogel formation via click chemistry condensation of functional polymers does not involve the use of toxic monomers and UV initiation. The performance of the new hydrogel in the separation of double stranded DNA fragments was evaluated in the 2200 TapeStation system, an analytical platform, recently introduced by Agilent that combines the advantages of CE in terms of miniaturization and automation with the simplicity of use of slab gel electrophoresis. The click gel enables addition of florescent dyes prior to electrophoresis with considerable improvement of resolution and separation efficiency over conventional cross-linked polyacrylamide gels.
[Mh] Termos MeSH primário: Química Click/métodos
DNA/análise
Eletroforese/métodos
Hidrogel de Polietilenoglicol-Dimetacrilato/química
[Mh] Termos MeSH secundário: Resinas Acrílicas/química
Alquinos/química
Catálise
Polietilenoglicóis/química
Sefarose/química
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Acrylic Resins); 0 (Alkynes); 0 (polyacrylamide gels); 25852-47-5 (Hydrogel, Polyethylene Glycol Dimethacrylate); 30IQX730WE (Polyethylene Glycols); 9007-49-2 (DNA); 9012-36-6 (Sepharose)
[Em] Mês de entrada:1712
[Cu] Atualização por classe:171204
[Lr] Data última revisão:
171204
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:170727
[St] Status:MEDLINE


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[PMID]:28985740
[Au] Autor:Guttenplan APM; Young LJ; Matak-Vinkovic D; Kaminski CF; Knowles TPJ; Itzhaki LS
[Ad] Endereço:Department of Pharmacology, University of Cambridge, Tennis Court Road, Cambridge, CB2 1PD, UK.
[Ti] Título:Nanoscale click-reactive scaffolds from peptide self-assembly.
[So] Source:J Nanobiotechnology;15(1):70, 2017 Oct 06.
[Is] ISSN:1477-3155
[Cp] País de publicação:England
[La] Idioma:eng
[Ab] Resumo:BACKGROUND: Due to their natural tendency to self-assemble, proteins and peptides are important components for organic nanotechnology. One particular class of peptides of recent interest is those that form amyloid fibrils, as this self-assembly results in extremely strong, stable quasi-one-dimensional structures which can be used to organise a wide range of cargo species including proteins and oligonucleotides. However, assembly of peptides already conjugated to proteins is limited to cargo species that do not interfere sterically with the assembly process or misfold under the harsh conditions often used for assembly. Therefore, a general method is needed to conjugate proteins and other molecules to amyloid fibrils after the fibrils have self-assembled. RESULTS: Here we have designed an amyloidogenic peptide based on the TTR105-115 fragment of transthyretin to form fibrils that display an alkyne functionality, important for bioorthogonal chemical reactions, on their surface. The fibrils were formed and reacted both with an azide-containing amino acid and with an azide-functionalised dye by the Huisgen cycloaddition, one of the class of "click" reactions. Mass spectrometry and total internal reflection fluorescence optical microscopy were used to show that peptides incorporated into the fibrils reacted with the azide while maintaining the structure of the fibril. These click-functionalised amyloid fibrils have a variety of potential uses in materials and as scaffolds for bionanotechnology. DISCUSSION: Although previous studies have produced peptides that can both form amyloid fibrils and undergo "click"-type reactions, this is the first example of amyloid fibrils that can undergo such a reaction after they have been formed. Our approach has the advantage that self-assembly takes place before click functionalization rather than pre-functionalised building blocks self-assembling. Therefore, the molecules used to functionalise the fibril do not themselves have to be exposed to harsh, amyloid-forming conditions. This means that a wider range of proteins can be used as ligands in this process. For instance, the fibrils can be functionalised with a green fluorescent protein that retains its fluorescence after it is attached to the fibrils, whereas this protein loses its fluorescence if it is exposed to the conditions used for aggregation.
[Mh] Termos MeSH primário: Alquinos/química
Amiloide/química
Azidas/química
Química Click/métodos
Peptídeos/química
Pré-Albumina/química
[Mh] Termos MeSH secundário: Alquinos/síntese química
Sequência de Aminoácidos
Amiloide/síntese química
Azidas/síntese química
Proteínas de Fluorescência Verde/síntese química
Proteínas de Fluorescência Verde/química
Nanotecnologia
Peptídeos/síntese química
Pré-Albumina/síntese química
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Alkynes); 0 (Amyloid); 0 (Azides); 0 (Peptides); 0 (Prealbumin); 147336-22-9 (Green Fluorescent Proteins)
[Em] Mês de entrada:1711
[Cu] Atualização por classe:171108
[Lr] Data última revisão:
171108
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:171008
[St] Status:MEDLINE
[do] DOI:10.1186/s12951-017-0300-7


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[PMID]:28921968
[Au] Autor:Farzan VM; Ulashchik EA; Martynenko-Makaev YV; Kvach MV; Aparin IO; Brylev VA; Prikazchikova TA; Maklakova SY; Majouga AG; Ustinov AV; Shipulin GA; Shmanai VV; Korshun VA; Zatsepin TS
[Ad] Endereço:Center of Translational Biomedicine, Skolkovo Institute of Science and Technology , Skolkovo, Moscow 143026, Russia.
[Ti] Título:Automated Solid-Phase Click Synthesis of Oligonucleotide Conjugates: From Small Molecules to Diverse N-Acetylgalactosamine Clusters.
[So] Source:Bioconjug Chem;28(10):2599-2607, 2017 Oct 18.
[Is] ISSN:1520-4812
[Cp] País de publicação:United States
[La] Idioma:eng
[Ab] Resumo:We developed a novel technique for the efficient conjugation of oligonucleotides with various alkyl azides such as fluorescent dyes, biotin, cholesterol, N-acetylgalactosamine (GalNAc), etc. using copper-catalysed alkyne-azide cycloaddition on the solid phase and CuI·P(OEt) as a catalyst. Conjugation is carried out in an oligonucleotide synthesizer in fully automated mode and is coupled to oligonucleotide synthesis and on-column deprotection. We also suggest a set of reagents for the construction of diverse conjugates. The sequential double-click procedure using a pentaerythritol-derived tetraazide followed by the addition of a GalNAc or Tris-GalNAc alkyne gives oligonucleotide-GalNAc dendrimer conjugates in good yields with minimal excess of sophisticated alkyne reagents. The approach is suitable for high-throughput synthesis of oligonucleotide conjugates ranging from fluorescent DNA probes to various multi-GalNAc derivatives of 2'-modified siRNA.
[Mh] Termos MeSH primário: Acetilgalactosamina/química
Oligonucleotídeos/química
Oligonucleotídeos/síntese química
[Mh] Termos MeSH secundário: Alquinos/química
Automação
Azidas/química
Química Click
Reação de Cicloadição
Técnicas de Síntese em Fase Sólida
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Alkynes); 0 (Azides); 0 (Oligonucleotides); KM15WK8O5T (Acetylgalactosamine)
[Em] Mês de entrada:1711
[Cu] Atualização por classe:171107
[Lr] Data última revisão:
171107
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:170919
[St] Status:MEDLINE
[do] DOI:10.1021/acs.bioconjchem.7b00462


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[PMID]:28898047
[Au] Autor:Rachel NM; Toulouse JL; Pelletier JN
[Ad] Endereço:PROTEO, Québec Network for Protein Function, Engineering and Applications , Québec, G1V 0A6, Canada.
[Ti] Título:Transglutaminase-Catalyzed Bioconjugation Using One-Pot Metal-Free Bioorthogonal Chemistry.
[So] Source:Bioconjug Chem;28(10):2518-2523, 2017 Oct 18.
[Is] ISSN:1520-4812
[Cp] País de publicação:United States
[La] Idioma:eng
[Ab] Resumo:General approaches for controlled protein modification are increasingly sought-after in the arena of chemical biology. Here, using bioorthogonal reactions, we present combinatorial chemoenzymatic strategies to effectuate protein labeling. A total of three metal-free conjugations were simultaneously or sequentially incorporated in a one-pot format with microbial transglutaminase (MTG) to effectuate protein labeling. MTG offers the particularity of conjugating residues within a protein sequence rather than at its extremities, providing a route to labeling the native protein. The reactions are rapid and circumvent the incompatibility posed by metal catalysts. We identify the tetrazine ligation as most-reactive for this purpose, as demonstrated by the fluorescent labeling of two proteins. The Staudinger ligation and strain-promoted azide-alkyne cycloaddition are alternatives. Owing to the breadth of labels that MTG can use as a substrate, our results demonstrate the versatility of this system, with the researcher being able to combine specific protein substrates with a variety of labels.
[Mh] Termos MeSH primário: Biocatálise
Química Click
Transglutaminases/metabolismo
[Mh] Termos MeSH secundário: Alquinos/química
Azidas/química
Modelos Moleculares
Conformação Proteica
Transglutaminases/química
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Alkynes); 0 (Azides); EC 2.3.2.13 (Transglutaminases)
[Em] Mês de entrada:1711
[Cu] Atualização por classe:171107
[Lr] Data última revisão:
171107
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:170913
[St] Status:MEDLINE
[do] DOI:10.1021/acs.bioconjchem.7b00509



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