Crystal violet contamination of methyl green and purification of methyl green--a historical note.
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Drug Contamination↗
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Results for “Methyl Green”
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Preparation and characterization of methyl green tetrafluoroborate.
Commercial methyl green dyes were converted to tetrafluoroborate by means of NaBF4-solution, the compounds thus obtained were analytically pure. It was shown to be possible to distinguish between a "methyl" and an "ethyl" compound by means of NMR spectroscopy. The dyes are stable in buffered aqueous solution, and in crystalline form. A spectrophotometric assay is proposed.
Borates↗
The mechanism of the drug induced partial displacement of methyl green from DNA.
The displacement of methyl green, a dye bound ionically to double stranded DNA, has been suggested as a potential assay for drug-DNA interaction. The present investigation studies the equilibrium system of methyl green, its colorless carbinol form and DNA in the presence of salt (MgSO4), ethidium bromide, and quinine. The reversibility of the equilibrium, and the absence of sequestered sites or two modes of binding for methyl green are demonstrated.
Animals↗
Methyl green. III. Reaction with desoxyribonucleic acid, stoichiometry, and behavior of the reaction product.
1. Methyl green ("ethyl green") C. I. Number 685 was examined and found to behave identically with methyl green C. I. Number 684 (no longer available) in respect to molar extinction coefficient, effect of combination with polymerized DNA, failure to react with depolymerized DNA, and effect of pH. 2. The mass law permits the calculation of P/dye. This is found to be 13 P/dye. The same value is obtained when an excess of methyl green is caused to fade by adjusting the pH to 7.5. 3. The compound formed by methyl green with DNA has the same maximum absorption at 642.5 to 645 mmicro in the pH range 3.5-7.8, whereas the free dye fades markedly above pH 5.0.
DNA↗
An investigation of new commercial samples of methyl green and pyronin Y.
New commercial samples of Methyl Green (Gurr Certistain), Pyronine G (Gurr Certistain) and Pyronin Y (Polysciences) have been investigated using spectrophotometry, thin layer chromatography and nuclear magnetic resonance, in addition to standardized simultaneous and sequential staining methods using purified Ethyl Green and pure Pyronin Y as reference dyes. The Methyl Green was found to be Ethyl Green contaminated with Crystal Violet. It did not have any advantages compared with Ethyl Green supplied by American dye companies. The Pyronine G sample was Pyronin Y with a high dye content that gave good staining results when used with purified Ethyl Green. Pyronin Y from Polysciences was found to be essentially pure Pyronin Y.
Chromatography, Thin Layer↗
Methyl green. A DNA major-groove binding drug.
Interaction and binding geometries of complexes of Methyl green with poly(dA-dT)2, poly(dA).poly(dT), and triplex poly(dA).2poly(dT) complexes have been studied by linear dichroism. For both of the complexes with double helical DNAs, the z symmetry axis of Methyl green is found to be approximately parallel to the DNA bases while the x symmetry axis lies at 40-44 degrees relative to the local DNA helix axis, in agreement with a groove binding mode. However, in contrast to minor-groove binders (such as DAPI and Hoechst 33258) Methyl green is found to be excluded from binding to the triple helical poly(dA).2poly(dT) in which the major groove is filled by the third strand. While most so far studied groove-binding dyes bind in the minor groove of DNA, Methyl green thus appears to be an exception.
Binding Sites↗
Colorimetric determination of DNase I activity with a DNA-methyl green substrate.
A simple, high throughput, and precise assay was developed for quantification of deoxyribonuclease I (DNase; IUB 3.1.21.1) activity. The method was adapted from the procedure devised by Kurnick which employs a substrate comprised of highly polymerized native DNA complexed with methyl green. Hydrolysis of the DNA produced unbound methyl green and a decrease in the absorbance of the solution at 620 nm. By adjusting the time and temperature of the reaction, the assay permits quantification of DNase activity over a wide concentration range (0.4 to 8900 ng/ml). Samples and standards were added to the substrate in microtiter plates and were incubated for 1-24 h at 25-37 degrees C to achieve the desired assay range. The DNase activity of the samples was interpolated from a standard curve generated with Pulmozyme recombinant human deoxyribonuclease I (rhDNase). Interassay precision was less than 12% CV and recovery was within 100 +/- 11%. Activity determination by the DNA-methyl green method correlated well with that determined by the widely used "hyperchromicity" method originated by Kunitz, which is based on the increase in absorbance at 260 nm upon hydrolysis of DNA. The DNA-methyl green assay was simpler and more versatile than the hyperchromicity method and was used to characterize the activity of rhDNase and DNase isolated from human urine.
Animals↗
Interaction of methyl green with an oligonucleotide in intramolecular duplex and triplex conformations. Circular dichroism studies.
Interaction of methyl green with the oligonucleotide 5-dGGAAAAGG-[T4]-GGAAAAGG-[T4]-CCTTTTCC (where [T4] is a nucleotide sequence of four thymines) in hairpin duplex and in intramolecular triplex structures has been studied by circular dichroism. We found that methyl green binding to the duplex form shows a complex pattern, exhibiting an exciton contribution when the number of bound molecules increases. Differences between this pattern and previously published results on other DNAs reveals the presence of different types of complexes. In contrast to previous findings with the triple helix poly(dA).2poly(dT) we show that the methyl green is not toallly excluded from this triplex structure made of Pur:Pur:Pyr triplets.
Base Sequence↗
Rapid deoxyribonuclease test with methyl green.
A 4-h deoxyribonuclease test using methyl green to differentiate Serratia from other Enterobacteriaceae was developed. The tests agreed 100% with an overnight plate test for 100 Serratia, 83 Enterobacter, and 6 Klebsiella species.
Bacteriological Techniques↗
Methyl green and its analogues bind selectively to AT-rich regions of native DNA.
Methyl green has long been used as a DNA stain in histochemistry. The sequence selective binding of the cationic triphenylmethane dyes methyl green, crystal violet and Malachite green to DNA was investigated by DNAase 1 and micrococcal nuclease footprinting. At low concentrations the ligands showed similar footprinting patterns which centred around AT-rich regions with a mild preference for hompolymeric A and T. At higher concentrations the dyes bound to almost all available DNA sites. Models, with and without intercalation are discussed to account for the specific binding.
Base Sequence↗
Differential staining of mucin granules from epoxy resin sections by a phosphotungstic acid-methyl green procedure.
After treatment of epoxy resin semithin sections from glutaraldehyde fixed rat large intestine with 5% aqueous phosphotungstic acid (PTA), staining with unpurified 0.2% solutions of methyl green at 60 C for 5 min produces a color differentiation between mucin granules of goblet cells. Some mucin granules and the glycocalyx appear deep green while the remaining granules, luminal mucin and collagen fibers are pink. The known contamination of unpurified methyl green with crystal violet seems to be responsible for the pink staining reaction of the latter structures, which also present an orange-red fluorescence under green exciting light. Electron microscopic observations show selective contrast of mucin granules which appear with a different amount of PTA deposits. This procedure is useful to reveal the heterogeneity of mucin granules in light and electron microscopy.
Animals↗
METHYL GREEN AS A DIFFERENTIATOR AND COUNTERSTAIN IN THE METHYL VIOLET TECHNIQUE FOR DEMONSTRATION OF AMYLOID IN FRESH CRYOSTAT SECTIONS.
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Amyloid↗
Adsorption and Interactions of Methyl Green with Montmorillonite and Sepiolite.
The divalent organic cation, methyl green (MG), undergoes a slow transformation (6 h) to a monovalent cation, carbinol (MGOH(+)) upon dilution of its solution (10 mM), or in a buffer at neutral pH. Adsorption isotherms of MG on montmorillonite were determined by two procedures, both of which yield a final pH of suspensions between 7 to 7.4. When the amounts of MG in suspension were lower than the cation-exchange capacity (CEC) of the clay (0.8 mol(c)/kg clay), no measurable amount of MG remained in solution. The maximal amounts of MGOH(+) adsorbed were larger than those of MG(2+), being 1.15 and 0.75 mol MG/kg clay, respectively, corresponding to 140% of the CEC in the first case. On a charge basis the adsorption of added MG(2+) amounts to 185% of the CEC, which raises the possibility that a certain fraction of MG(2+) transformed into the monovalent form during the incubation period, since other divalent organic cations previously studied only adsorbed up to the CEC (paraquat), or slightly above it (diquat). Adsorption of MG on sepiolite (CEC=0.15 mol(c)/kg) further emphasizes the two patterns of its adsorption. The maximal adsorbed amounts of MG(2+) and MGOH(+) were 0.09 and 0.30 mol/kg clay, respectively. X-ray diffraction measurements gave lower values for the basal spacings for montmorillonite-MG(+) than for MGOH(+), suggesting that MG(2+) binds two clay platelets together, as in the case of other divalent cations. A competition for adsorption between MG and the monovalent organic cation, acriflavin (AF), gave lower adsorbed amounts of AF when competing with MG(+), which is interpreted to be due to the smaller basal spacing in this case, which partially inhibits the entry of AF molecules into the interlammelar space. Spectra of montmorillonite-MG particles in the visible range exhibited significant differences between clay-MG and clay-carbinol. Copyright 2000 Academic Press.
Journal Article↗
Liposome-mediated conformation transition of DNA detected by molecular probe: methyl green.
Recent studies have focused on the structural features of DNA-lipid assemblies. In this paper, we take methyl green (MG) as a probe molecule to detect the conformational change of DNA molecule induced by dimethyldioctadecylammonium bromide (DDAB) liposomes before the condensation process of DNA begins. DDAB-induced DNA topology changes were investigated by cyclic voltammetry (CV), circular dichroism (CD) and UV-VIS spectrometry. We find that upon binding to DNA, positively charged liposomes induce a conformational transition of DNA molecules from the native B-form to the C motif. Conformational transition in DNA results in the binding modes of MG to DNA, changing and being isolated from DNA to the solution. More stable complexes are formed between DNA and DDAB. That is also proved by the melting study of DNA.
Animals↗
Acridine orange-methyl green fluorescent staining of nucleoli.
The staining of nucleoli with the fluorescent dye acridine orange following by counter-staining with methyl green differentially stained nucleoli in both plant and animal cells. The nucleoli fluoresced as bright structures highlighted against the quenched fluorescence of the chromatin. This technique provides a simple and highly reproducible method for differential staining of nucleoli.
Acridine Orange↗
Methods of denaturation and renaturation of DNA in interphasic chromatin: cytochemical quantitative analysis by Methyl Green staining.
Almost diploid nuclei (as judged from the microdensitometric evaluation of the Feulgen positive material) of granular and Purkinje cells of the rat cerebellar cortex, were submitted to in situ DNA denaturation and renaturation experiments. We assessed the double-strandedness of DNA, by Methyl Green staining according to Scott (1967). Under these conditions a stoichiometric ratio between bound dye and DNA exists, suitable for quantitative microdensitometric measurements. Our data show that DNA in the interphasic chromatin is never completely denatured after the treatments we used. Furthermore, the renaturation takes place in a different way in the two cell types. Owing to the unlike chromatin packing of granular and Purkinje nuclei, we suggest that nuclear proteins must interfere differently on the in situ denaturation and renaturation processes.
Animals↗
Voltammetric and spectroscopic studies on methyl green and cationic lipid bound to calf thymus DNA.
DNA interaction with cationic lipids promises to be a versatile and effective synthetic transfection agent. This paper presents the study on binding of a simple artificial cationic lipid, cetyltrimethylammonium bromide (CTAB), to calf thymus DNA (CT DNA) prior to the condensation process, taking methyl green (MG) as a probe. The results show that the CTAB binds to DNA through electrostatic interaction forming a hydrophobic complex, thus changing the micro-environment of duplex of DNA, so the binding state of MG and DNA is changed, and a complex CTAB-CT DNA-MG is formed. This fact suggests a new way to mediate the conformation of molecular assemblies of DNA and lipids.
Animals↗
Methyl green is a substitute for distamycin A in the formation of distamycin A/DAPI C-bands.
The DA/DAPI technique has been found to be useful in the identification of specific chromosomal regions on human chromosomes. The realization that distamycin A (DA) is no longer commercially available has necessitated the development of an alternative technique. We describe a technique, MG/DAPI, which substitutes the AT-specific dye methyl green for distamycin A and gives results identical to those of the DA/DAPI technique.
Chromosome Banding↗