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1.
Chembiochem ; 25(3): e202300645, 2024 02 01.
Artículo en Inglés | MEDLINE | ID: mdl-37984902

RESUMEN

Various artificial oligodeoxynucleotides (ODNs) that contribute to gene regulation have been developed and their diversity and multifunctionality have been demonstrated. However, few artificial ODNs are actively transported to the cell nucleus, despite the fact that gene regulation also takes place in both the cell nucleus and the cytoplasm. In this study, to prepare ODNs with the ability to accumulate in the cell nucleus, we introduced Hoechst molecules into ODNs that act as carriers of functional molecules to the cell nucleus (Hoe-ODNs). We synthesized Hoe-ODNs and confirmed that they bound strongly to DNA duplexes. When single-stranded Hoe-ODNs or double-stranded ODNs consisting of Hoe-ODNs and its complementary strand were administered into living cells, both ODNs were efficiently accumulated in the cell nucleus. In addition, antisense ODNs, which were tethered with Hoechst unit, were delivered into the cell nucleus and efficiently suppressed the expression of their target RNA. Thus, we constructed a delivery system that enables the transport of ODNs into cell nucleus.


Asunto(s)
Oligodesoxirribonucleótidos , Oligonucleótidos Antisentido , Oligonucleótidos Antisentido/metabolismo , Oligodesoxirribonucleótidos/genética , Oligodesoxirribonucleótidos/metabolismo , ADN/genética , ADN/metabolismo , Núcleo Celular/metabolismo
2.
Bioorg Med Chem Lett ; 112: 129916, 2024 Nov 01.
Artículo en Inglés | MEDLINE | ID: mdl-39116953

RESUMEN

The delivery of functional molecules to the cell nucleus enables the visualization of nuclear function and the development of effective medical treatments. In this study, we successfully modified the Hoechst molecule, which is a well-documented nuclear-staining agent, using the strain-promoted azide-alkyne cycloaddition (SPAAC) reaction. We prepared Hoechst derivatives bearing an azide group (Hoe-N3) and characterized their SPAAC reactions in the presence of corresponding molecules with a dibenzylcyclooctyne unit (DBCO). The SPAAC reaction of Hoe-N3 with alkylamine bearing DBCO, fluorescent TAMRA, or Cy5 molecules bearing DBCO led to the formation of the coupling products Hoe-Amine, Hoe-TAMRA, and Hoe-Cy5, respectively. These Hoechst derivatives retained their DNA-binding properties. In addition, Hoe-TAMRA and Hoe-Cy5 exhibited properties of dual accumulation in the cell nucleus and mitochondria. Initial incubation of these molecules in living cells resulted in its accumulation in mitochondria, while after mitochondrial depolarization, it was smoothly released from mitochondria and translocated into the cell nucleus. Thus, mitochondrial depolarization could be monitored by measuring the emission of Hoe-TAMRA and Hoe-Cy5 at the cell nucleus.


Asunto(s)
Alquinos , Azidas , Núcleo Celular , Reacción de Cicloadición , Azidas/química , Humanos , Alquinos/química , Núcleo Celular/metabolismo , Estructura Molecular , Colorantes Fluorescentes/química , Colorantes Fluorescentes/síntesis química , Células HeLa , Mitocondrias/metabolismo
3.
Org Biomol Chem ; 21(2): 323-331, 2023 01 04.
Artículo en Inglés | MEDLINE | ID: mdl-36530147

RESUMEN

We report a method for the synthesis of azafluoranthenes under neutral reaction conditions in a highly atom-economical manner by the iridium-catalyzed [2 + 2 + 2] cycloaddition of 1,8-dialkynylnaphthalenes with nitriles. A variety of nitriles react with methyl- or phenyl-substituted 1,8-dialkynylnaphthalenes to give a wide range of azafluoranthenes. Azafluoranthenes bearing an amino group show intense fluorescence at around 500 nm. Comparison of the fluorescence properties of amine-substituted azafluoranthenes with related compounds revealed the importance of the amine moiety for obtaining a high fluorescence quantum yield. The choice of the solvent affected the emission maxima and the fluorescence quantum yield. Azafluoranthenes bearing pyrrolidine exhibited blue-shifted emission bands in a non-polar solvent and gave a fluorescence quantum yield of 0.76 in toluene. A Lippert-Mataga plot and computational studies provide insight into the origin of the fluorescence of azafluoranthenes. Furthermore, cellular experiments using human breast adenocarcinoma cells SK-BR-3 demonstrated the feasibility of using azafluoranthenes as fluorescent probes.


Asunto(s)
Iridio , Nitrilos , Humanos , Reacción de Cicloadición , Solventes , Aminas , Catálisis
4.
Bioconjug Chem ; 33(12): 2314-2319, 2022 12 21.
Artículo en Inglés | MEDLINE | ID: mdl-36468974

RESUMEN

Raman probes have attracted widespread attention for the visualization and identification of biomolecules, because they can be applied to identify detailed chemical structures, detect multiple molecules simultaneously, and visualize cellular functional molecules. However, the biological application of Raman probes is still limited because of their weak signal intensity. Herein, we present a molecular system that shows an enhanced Raman signal using a nonfluorescent dye. We introduced a DABCYL molecule bearing an acetylene unit into thymidine at the 5-position. The resulting modified nucleobase, dDAU, showed a robust signal around 2200 cm-1, which was attributed to the acetylene unit, due to resonance Raman induced by the DABCYL group. We further prepared a DNA aptamer modified with dDAU, and characterized the change of the Raman spectra. Combination with gold nanoparticles, which enhanced the Raman signal by surface-enhanced Raman scattering (SERS), allowed sensitive detection of cellular adenosine derivatives including ATP. Thus, the present system is a promising tool for the detection of biological materials by Raman spectroscopy.


Asunto(s)
Aptámeros de Nucleótidos , Nanopartículas del Metal , Aptámeros de Nucleótidos/química , Nanopartículas del Metal/química , Oro/química , Adenosina Trifosfato , Alquinos , Espectrometría Raman/métodos
5.
Bioorg Med Chem Lett ; 71: 128819, 2022 09 01.
Artículo en Inglés | MEDLINE | ID: mdl-35643261

RESUMEN

Prodrugs that present strong cytotoxicity toward specific cells have been utilized for cell-type selection and purification. In this study, we designed and prepared a multifunctional, photoactivated prodrug based on a streptavidin scaffold. Biotin-labeled DNA aptamer that recognizes the membrane antigen EpCAM, and biotin-labeled photoactivated prodrug bearing the antitumor camptothecin, were prepared. Both molecules were linked to the streptavidin scaffold by simple mixing. The resulting prodrug bound to the EpCAM-overexpressing SK-BR-3 target cells and showed cytotoxic effects upon photoirradiation, corresponding to cytotoxic drug release.


Asunto(s)
Antineoplásicos , Aptámeros de Nucleótidos , Profármacos , Antineoplásicos/farmacología , Aptámeros de Nucleótidos/farmacología , Biotina , Camptotecina/farmacología , Molécula de Adhesión Celular Epitelial , Profármacos/metabolismo , Profármacos/farmacología , Estreptavidina
6.
Bioorg Med Chem Lett ; 58: 128519, 2022 02 15.
Artículo en Inglés | MEDLINE | ID: mdl-34952176

RESUMEN

A decrease in pH is observed in most solid tumors, thus, the development of drug delivery systems that respond to slightly acidic extracellular pH environment is important in providing tumor-targeted therapies. DNA aggregates can act as useful drug delivery agents, and therefore, we designed an artificial oligodeoxynucleotides (ODNs) that formed an aggregate only under acidic conditions in this study. In other words, we expected that if we could make DNA aggregates that form only in an acidic environment and that encapsulate drugs, it would be possible to transport drugs to tumor tissues selectively. Nitrophenol derivatives, which underwent protonation and deprotonation in response to pH changes, was introduced into ODNs. The ODNs formed aggregates under weakly acidic conditions because of expression of amphiphilicity, which was induced by protonation of nitrophenol unit, and were smoothly taken up into cells. We also found that the aggregates transported anticancer drug, 5FU, into acidified cells to show cytotoxic effects.


Asunto(s)
Antimetabolitos Antineoplásicos/farmacología , Sistemas de Liberación de Medicamentos , Fluorouracilo/farmacología , Nitrofenoles/química , Oligodesoxirribonucleótidos/química , Células A549 , Antimetabolitos Antineoplásicos/química , Proliferación Celular/efectos de los fármacos , Supervivencia Celular/efectos de los fármacos , Relación Dosis-Respuesta a Droga , Ensayos de Selección de Medicamentos Antitumorales , Fluorouracilo/química , Humanos , Concentración de Iones de Hidrógeno , Estructura Molecular , Relación Estructura-Actividad
7.
Chembiochem ; 21(8): 1140-1143, 2020 04 17.
Artículo en Inglés | MEDLINE | ID: mdl-31702103

RESUMEN

We applied hybridization between hydrophobic peptide nucleic acids (PNAs) and oligodeoxynucleotides (ODNs) to achieve their cellular uptake without any need for transfection reagents. We employed a pyrenyl unit as a hydrophobic functional group and introduced it at the terminus of the PNA strand. The pyrene-tethered PNA (PyPNA) strongly bound with its complementary ODNs to generate amphiphiles; the resulting hybrids formed aggregates that showed efficient cellular uptake and high biological stability. Aggregates containing a functional DNA aptamer that bound to the PyPNA penetrated the cell membrane smoothly, with the aptamer exerting its original function in living cells. Thus, PyPNA efficiently assisted the additive-free cellular uptake of ODNs.


Asunto(s)
Células Epiteliales Alveolares/metabolismo , Pulmón/metabolismo , Oligonucleótidos/química , Ácidos Nucleicos de Péptidos/química , Ácidos Nucleicos de Péptidos/metabolismo , Células A549 , Células Epiteliales Alveolares/citología , Transporte Biológico , Humanos , Interacciones Hidrofóbicas e Hidrofílicas , Pulmón/citología , Transfección
8.
Org Biomol Chem ; 18(28): 5406-5413, 2020 07 22.
Artículo en Inglés | MEDLINE | ID: mdl-32618314

RESUMEN

In this study, we prepared oligodeoxynucleotides (ODNs) containing the uridine base modified by an alkyl chain at the 5-position (AU) and characterized their aggregate formation, localization, and functions in cells. These experiments revealed that aggregates of these ODNs were readily transported into cells, but their localization was dependent upon the number of hydrophobic units. ODNs with one modified AU were transported in the cytosol, while ODNs with multiple AU modifications resulted in their accumulation at the cell membrane. We also examined the ability of the AU-modified ODNs to capture small molecules at the cell membrane and their cellular uptake. We positioned a thioflavin-T (ThT)-binding aptamer on the cell membrane by means of hybridization with ODNs with three AUs at the strand end. Treatment with ThT resulted in its efficient uptake into cells, due to the capture of the ThT by the aptamers on the cell membrane. Thus, we demonstrated the functionalization of cell membranes with modified ODNs and the efficient delivery of small molecules into the cells.


Asunto(s)
Membrana Celular/metabolismo , Oligodesoxirribonucleótidos/metabolismo , Uridina/metabolismo , Células A549 , Membrana Celular/química , Humanos , Estructura Molecular , Oligodesoxirribonucleótidos/síntesis química , Oligodesoxirribonucleótidos/química , Espectrometría de Fluorescencia , Células Tumorales Cultivadas , Uridina/química
9.
Chembiochem ; 18(10): 910-913, 2017 05 18.
Artículo en Inglés | MEDLINE | ID: mdl-28236354

RESUMEN

The use of synthetic biomarkers is an emerging technique to improve disease diagnosis. Here, we report a novel design strategy that uses analyte-responsive acetaminophen (APAP) to expand the catalogue of analytes available for synthetic biomarker development. As proof-of-concept, we designed hydrogen peroxide (H2 O2 )-responsive APAP (HR-APAP) and succeeded in H2 O2 detection with cellular and animal experiments. In fact, for blood samples following HR-APAP injection, we demonstrated that the plasma concentration ratio [APAP+APAP conjugates]/[HR-APAP] accurately reflects in vivo differences in H2 O2 levels. We anticipate that our practical methodology will be broadly useful for the preparation of various synthetic biomarkers.


Asunto(s)
Acetaminofén/metabolismo , Biomarcadores/metabolismo , Peróxido de Hidrógeno/metabolismo , Hígado/metabolismo , Analgésicos no Narcóticos/metabolismo , Animales , Células Cultivadas , Cromatografía Liquida , Lipopolisacáridos/farmacología , Hígado/efectos de los fármacos , Ratones , Oxidantes/metabolismo , Espectrometría de Masas en Tándem
10.
Angew Chem Int Ed Engl ; 55(36): 10626-9, 2016 08 26.
Artículo en Inglés | MEDLINE | ID: mdl-27483206

RESUMEN

The γ-glutamyl transpeptidase (GGT) enzyme plays a central role in glutathione homeostasis. Direct detection of GGT activity could provide critical information for the diagnosis of several pathologies. We propose a new molecular probe, γ-Glu-[1-(13) C]Gly, for monitoring GGT activity in vivo by hyperpolarized (HP) (13) C magnetic resonance (MR). The properties of γ-Glu-[1-(13) C]Gly are suitable for in vivo HP (13) C metabolic analysis since the chemical shift between γ-Glu-[1-(13) C]Gly and its metabolic product, [1-(13) C]Gly, is large (4.3 ppm) and the T1 of both compounds is relatively long (30 s and 45 s, respectively, in H2 O at 9.4 T). We also demonstrate that γ-Glu-[1-(13) C]Gly is highly sensitive to in vivo modulation of GGT activity induced by the inhibitor acivicin.


Asunto(s)
Pruebas de Enzimas/métodos , Resonancia Magnética Nuclear Biomolecular/métodos , gamma-Glutamiltransferasa/metabolismo , Animales , Inhibidores Enzimáticos/farmacología , Glutatión/metabolismo , Isoxazoles/farmacología , Sondas Moleculares/metabolismo , Ratas , gamma-Glutamiltransferasa/antagonistas & inhibidores
11.
RSC Adv ; 14(27): 19586-19591, 2024 Jun 12.
Artículo en Inglés | MEDLINE | ID: mdl-38895527

RESUMEN

Tracking hypoxic environments and changes in oxygen levels contribute to the elucidation of pathological mechanisms. In this study, we attempted to design molecular probes that can be activated to show fluorescence under hypoxic conditions and that can move to specific cell organelles. Considering that azide groups were selectively reduced to primary amines by reductases under hypoxic conditions, we prepared Hoechst and fluorophore Cy-5 derivatives with azide groups (Hoechst-N3 and Cy-N3) as hypoxia probes. Hoechst-N3 and Cy-N3 showed weak fluorescence, but once activated in the cytosol of hypoxic cells, they exhibited robust fluorescence and then moved to their target organelles, the cell nucleus and mitochondria. In addition, when these probes were administered to the cells in the proper sequence, each probe was activated in response to the intracellular oxygen concentration at that point and exhibited oxygen concentration-dependent fluorescence at the target organelle. By measuring the fluorescence intensity of the cell nucleus and mitochondria, we successfully traced the history of changes in intracellular oxygen levels. Thus, we achieved tracking and recording of oxygen status in the cells.

12.
Chem Commun (Camb) ; 60(47): 6059-6062, 2024 Jun 06.
Artículo en Inglés | MEDLINE | ID: mdl-38780054

RESUMEN

We developed a system to detect multiple target biomolecules through sensing motif-tethered oligodeoxynucleotides. DNA-based molecular probes gave the primary amine motif upon reaction with the target biomolecules, glutathione (GSH) and H2O2. After labelling with biotin, the product DNAs were selectively collected to be quantified by qPCR.


Asunto(s)
Biotina , Glutatión , Peróxido de Hidrógeno , Oligodesoxirribonucleótidos , Oligodesoxirribonucleótidos/química , Oligodesoxirribonucleótidos/genética , Peróxido de Hidrógeno/química , Peróxido de Hidrógeno/análisis , Glutatión/química , Glutatión/análisis , Biotina/química , ADN/química , Técnicas Biosensibles/métodos
13.
Photochem Photobiol ; 100(2): 434-442, 2024.
Artículo en Inglés | MEDLINE | ID: mdl-38312100

RESUMEN

The excited state properties of thionated 5-fluorouridine (2',3',5'-tri-O-acetyl-5-fluoro-4-thiouridine; ta5F4TUrd), synthesized with Lawesson's reagent, have been intensively investigated with nanosecond transient absorption spectroscopy, time-resolved thermal lensing, near-infrared emission, and quantum chemical calculation. The intrinsic triplet lifetime of ta5F4TUrd was determined to be 4.2 ± 0.7 µs in acetonitrile, and the formation quantum yield of the excited triplet state was as large as 0.79 ± 0.01 . The quenching rate constants of the triplet ta5F4TUrd by the dissolved oxygen molecule and by the self-quenching process were found to be nearly equal to the diffusion-controlled rate of acetonitrile. The quantum yield of the singlet molecular oxygen produced through energy transfer between the triplet ta5F4TUrd and the dissolved oxygen, Φ Δ , was successfully determined to be 0.61 ± 0.02 under the oxygen-saturated condition. From the oxygen concentration dependence of the Φ Δ value, the fraction of triplet ta5F4TUrd quenched by dissolved oxygen which gives rise to the 1 O2 * formation, S Δ , was successfully obtained to be 0.78 ± 0.01 , which was the largest among the thionucleobases and the thionucleosides reported so far. This could be due to the lower energy and/or the ππ* character of the triplet state.

14.
RSC Adv ; 13(30): 20756-20760, 2023 Jul 07.
Artículo en Inglés | MEDLINE | ID: mdl-37441041

RESUMEN

Detection of multiple DNA/RNA targets is essential for understanding cellular function. Herein, we propose a general method for the simultaneous detection of plural nucleic acids based on surface-enhanced Raman scattering (SERS) using gold nanoparticles bearing functional oligodeoxynucleotides (ODNs) on their surface. Modified ODNs bearing an acetylene tag hybridized with their complementary ODNs on the surface of the gold nanoparticles, inducing a strong SERS signal of the acetylene tag. The addition of the target nucleic acid to the system resulted in a spontaneous displacement of the strand on the particle and dissociation of the alkyne-tagged ODN from the particle, resulting in a dramatic decrease in signal intensity. By using an alkyne tag for each of the multiple target nucleic acids, each target could be detected simultaneously. In addition, we successfully detected cellular microRNA. Different targets showed changes with different wavenumbers in the Raman spectra, allowing for the detection of multiple nucleic acids.

15.
ChemMedChem ; 18(1): e202200405, 2023 01 03.
Artículo en Inglés | MEDLINE | ID: mdl-36317820

RESUMEN

Six methyl pheophorbide-a derivatives were prepared by linking a tryptamine side chain at the C-131 , C-152 and C-173 positions of pheophorbide-a. Prepared conjugates were characterized and evaluated for their photocytotoxicity against A549 cells. The conjugate 6 a with strong absorption at 413 nm (Soret band), 663-671 nm (Q bands) and comparable fluorescence quantum yield (0.26) was found to exhibit significant cytotoxicity (659 nM). Molecular integration of pheophorbide-a and tryptamines showed synergistic effects as the most potent conjugate 6 a was identified with enhanced photocytotoxicity when compared to methyl pheophorbide-a. The conjugate 6 a was smoothly taken up by A549 cells and exhibited intracellular localization predominantly to lysosome in the cytoplasm. Upon photoirradiation 6 a generated singlet oxygen to show potent cytotoxicity toward A549 cells.


Asunto(s)
Fotoquimioterapia , Fármacos Fotosensibilizantes , Fármacos Fotosensibilizantes/química , Línea Celular Tumoral , Triptaminas/farmacología
16.
ACS Omega ; 6(47): 31595-31604, 2021 Nov 30.
Artículo en Inglés | MEDLINE | ID: mdl-34869984

RESUMEN

Non-canonical protonation at cytosine (C) in DNA is related to a formation of second order DNA structures such as i-motif, which has a role in gene regulation. Although the detailed structural information is indispensable for comprehension of their functions in cells, the protonation status of C in complicated environments is still elusive. To provide a reporter system of non-canonical protonation, we focused on the molecular vibration that could be monitored using the Raman spectroscopy. We prepared a cytosine derivative (PC) with an acetylene unit as a Raman tag, and found that the Raman signal of acetylene in PC in oligodeoxynucleotides (ODNs) changed due to protonation at the cytosine ring which shortened an acetylene bond. The signal change in i-motif-forming ODNs was also observed in crowded environments with polyethylene glycol, evidencing protonation in i-motif DNA in complicated environments. This system would be one of tracking tools for protonation in DNA structures.

17.
RSC Adv ; 11(10): 5865-5873, 2021 Jan 28.
Artículo en Inglés | MEDLINE | ID: mdl-35423078

RESUMEN

Molecular oxygen plays an important role in living organisms. Its concentration and fluctuation in cells or tissues are related to many diseases. Therefore, there is a need for molecular systems that can be used to detect and quantify oxygen levels in vitro and in vivo. In this study, we synthesized phosphonated mesoporous silica nanoparticles bearing ruthenium complexes in their pores (pM-Rus) and evaluated their photophysical and biological properties. The pM-Rus were highly soluble in water and showed robust phosphorescence under hypoxic conditions, while the addition of oxygen suppressed this emission. Cellular experiments revealed that pM-Rus with a size of 100 nm showed efficient cellular uptake to emit phosphorescence in hypoxic cells. In addition, pM-Rus have negligible toxicity to cells due to the blockage of direct contact between ruthenium complexes and intracellular biomolecules and the deactivation of singlet oxygen (1O2) generated by photoexcitation of ruthenium complexes before leaking out of the pores. Animal experiments confirmed that pM-Rus showed robust emission at hypoxic regions in mice. Thus, pM-Rus are promising oxygen probes for living systems.

18.
RSC Adv ; 11(59): 37011-37018, 2021 Nov 17.
Artículo en Inglés | MEDLINE | ID: mdl-35496407

RESUMEN

Dynamic nuclear polarization (DNP) is an emerging cutting-edge method of acquiring metabolic and physiological information in vivo. We recently developed γ-glutamyl-[1-13C]glycine (γ-Glu-[1-13C]Gly) as a DNP nuclear magnetic resonance (NMR) molecular probe to detect γ-glutamyl transpeptidase (GGT) activity in vivo. However, the detailed enzymatic and magnetic properties of this probe remain unknown. Here, we evaluate a γ-Glu-Gly scaffold and develop a deuterated probe, γ-Glu-[1-13C]Gly-d 2, that can realize a longer lifetime of the hyperpolarized signal. We initially evaluated the GGT-mediated enzymatic conversion of γ-Glu-Gly and the magnetic properties of 13C-enriched γ-Glu-Gly (γ-Glu-[1-13C]Gly and γ-[5-13C]Glu-Gly) to support the validity of γ-Glu-[1-13C]Gly as a DNP NMR molecular probe for GGT. We then examined the spin-lattice relaxation time (T 1) of γ-Glu-[1-13C]Gly and γ-Glu-[1-13C]Gly-d 2 under various conditions (D2O, PBS, and serum) and confirmed that the T 1 of γ-Glu-[1-13C]Gly and γ-Glu-[1-13C]Gly-d 2 was maintained for 30 s (9.4 T) and 41 s (9.4 T), respectively, even in serum. Relaxation analysis of γ-Glu-[1-13C]Gly revealed a significant contribution of the dipole-dipole interaction and the chemical shift anisotropy relaxation pathway (71% of the total relaxation rate at 9.4 T), indicating the potential of deuteration and the use of a lower magnetic field for realizing a longer T 1. In fact, by using γ-Glu-[1-13C]Gly-d 2 as a DNP probe, we achieved longer retention of the hyperpolarized signal at 1.4 T.

19.
RSC Adv ; 10(59): 36119-36123, 2020 Sep 28.
Artículo en Inglés | MEDLINE | ID: mdl-35517095

RESUMEN

We propose to monitor molecular vibrations to identify metal ion-ligand complexation by means of Raman spectroscopy, which has been applied to track vibrational modes of molecules and to obtain a structural fingerprint. We prepared ligand molecules for Zn2+ ion complexation with a dipycolylaminoethyl aniline (DPEA) skeleton and phenylacetylene unit as the Raman tag which showed a typical band around 2200 cm-1. Among the labeled ligands synthesized in this study, A-DPEA showed a strong band attributed to the acetylene unit at 2212 cm-1, while the addition of Zn2+ ion resulted in a band shift to 2220 cm-1 due to complex formation. The addition of other metal ions and titration experiments showed that A-DPEA bound with Zn2+ selectively with a dissociation constant (K d) that was estimated to be 0.22 µM. We also conducted cellular experiments and found that complexation between A-DPEA and Zn2+ also occurred in cells, with a shift in the Raman signal of the ligand from 2212 to 2215 cm-1. Thus, complex formation of the metal ion was identified by monitoring the Raman band shift.

20.
Chem Commun (Camb) ; 54(83): 11745-11748, 2018 Oct 16.
Artículo en Inglés | MEDLINE | ID: mdl-30276401

RESUMEN

Tumor biomarkers are highly desirable for the screening of patients with a risk of tumor development and progression. Here, we report a beta-galactosidase (ß-gal)-responsive acetaminophen (ß-GR-APAP) as a synthetic plasma biomarker for targeted tumor detection. Tumor ß-gal labeling via the recognition of tumor-related antigen enabled the detection of a tumor using ß-GR-APAP.


Asunto(s)
Acetaminofén/análogos & derivados , Antígenos de Neoplasias/análisis , Neoplasias/diagnóstico , beta-Galactosidasa/metabolismo , Acetaminofén/metabolismo , Animales , Antígenos de Neoplasias/metabolismo , Biomarcadores de Tumor/análisis , Biomarcadores de Tumor/metabolismo , Línea Celular Tumoral , Humanos , Ratones , Neoplasias/metabolismo , Coloración y Etiquetado/métodos
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