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Methoxyamine hydrochloride

Methoxyamine hydrochloride is a chemical compound with the formula CH3ONH2•HCl.
It is commonly used as a reagent in organic synthesis and analytical chemistry.
Methoxyamine hydrochloride can react with carbonyl compounds to form oxime derivatives, a useful transformation in the synthesis of various organic molecules.
Despite its wide utility, the optimal protocols for working with methoxyamine hydrochloride can vary across different research contexts.
PubCompare.ai's AI-driven research protocol optimization can help improve reproducibility and accuaracy by locating and comparing protocols from literature, preprints, and patents to identify the best methods and products for your specific needs.
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Most cited protocols related to «Methoxyamine hydrochloride»

Plasma samples for metabolomics assays were thawed on ice, aliquoted, re-frozen on dry ice, and stored at −80°C prior to delivery to the Fiehn lab. Plasma aliquots (15 µL) were extracted and derivatized as reported previously [29] (link) using 1 mL of degassed acetonitrile:isopropanol:water (3∶3∶2; v/v/v) at −20°C, centrifuged and decanted with subsequent evaporation of the solvent to complete dryness. A clean-up step with 500 µL acetonitrile/water (1∶1; v/v) removed membrane lipids and triglycerides and the supernatant was dried down again. A set of 13 C8–C30 fatty acid methyl ester internal standards were added and samples were derivatized by 10 µL methoxyamine hydrochloride in pyridine followed by 90 µl MSTFA (1 mL bottles, Sigma-Aldrich) for trimethylsilylation of acidic protons. A Gerstel MPS2 automatic liner exhange system (Mülheim an der Ruhr, Germany) was used to inject 0.5 µL of sample at 50°C (ramped by to 250°C) in splitless mode with 25 s splitless time. Analytes were separated using an Agilent 6890 gas chromatograph (Santa Clara, CA) equipped with a 30 m long, 0.25 mm i.d. Rtx5Sil-MS column with 0.25 µm 5% diphenyl film and additional 10 m integrated guard column (Restek, Bellefonte PA). Chromatography was performed with constant flow of 1 mL/min while ramping the oven temperature from 50°C for to 330°C with 22 min total run time. Mass spectrometry was done by a Leco Pegasus IV time of flight mass spectrometer (St. Joseph, MI) with 280°C transfer line temperature, electron ionization at −70eV and an ion source temperature of 250°C. Mass spectra were acquired from m/z 85–500 at 17 spectra s−1 and 1850 V detector voltage. Result files were exported to our servers and further processed by our metabolomics BinBase database [32] . All database entries in BinBase were matched against the Fiehn mass spectral library of 1,200 authentic metabolite spectra using retention index and mass spectrum information or the NIST05 commercial library. Identified metabolites were reported if present within at least 50% of the samples per study design group (as defined in the SetupX database) [33] . Peak heights of quantifier ions defined for each metabolite in BinBase were normalized to the sum intensities of all known metabolites and used for statistical investigation. External 5-point calibration curves established with quality control mixtures containing 30 metabolites controlled for instrument sensitivity. Each chromatogram was further controlled with respect to the total number of identified metabolites and total peak intensities to ensure that outliers did not confound the subsequent statistical analysis.
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Publication 2010
For GC–MS analysis a protocol according to Weckwerth et al. was used (Weckwerth et al. 2004 (link)). Deep frozen plant material was ground to a fine powder using a mortar and pestle under constant adding of liquid nitrogen. About 45 mg of each replicate was transferred to pre-cooled reaction tubes. For the extraction process, 1 ml of ice cold extraction mixture (methanol:chloroform:water, 5:2:1, v:v:v) was subsequently added. Additionally, 10 μl of internal 13C6-Sorbitol standard were added into each tube. Tubes were vortexed for several seconds and incubated on ice for 8 min to achieve a good extraction. Hereupon, the samples were centrifuged for 4 min at 14,000×g, separating the soluble compounds from remaining cell structure components. For phase separation, the supernatant was then carried over into a new tube containing 500 μl deionized water and 200 μl chloroform. After 2 min of centrifugation at 14,000×g, the water/methanol phase, containing the polar metabolites, was separated from the subjacent chloroform phase and completely dried out overnight.
Samples were derivatised by dissolving the dried pellet in 20 μl of a 40 mg methoxyamine hydrochloride per 1 ml pyridine solution and incubation on a thermoshaker at 30 °C for 90 min. After adding of 80 μL of N-methyl-N-trimethylsilyltrifluoroacetamid (MSTFA), the mixture was again incubated at 37 °C for 30 min with strong shaking.
A solution of even-numbered alkanes (Decane C10, Dodecane C12, Tetradecane C14, Hexadecane C16, Octadecane C18, Eicosane C20, Docosane C22, Tetracosane C24, Hexacosane C26, Octacosane C28, Triacontane C30, Dotriacontane C32, Tetratriacontane C34, Hexatriacontane C36, Octatriacontane C38, Tetracontane C40) was spiked into the derivatized sample before GC–MS analysis in order to infer the retention time and create the retention index.
For LC–MS analysis, frozen plant leaf material was ground as for GC–MS sample preparation, followed by addition of 1 ml pre-chilled 80/20 v:v MeOH/H2O extraction solution containing each 1 μg of the internal standards Ampicillin and Chloramphenicol per 50 mg of fresh weight. Samples were hereupon centrifuged at 15,000×g for 15 min and the supernatant was placed into a new tube and completely dried out overnight. The resulting pellet was then dissolved in 100 μl of a 50/50 v:v MeOH/H2O solution and centrifuged again for 15 min at 20,000×g. The remaining supernatant was then filtered through a STAGE tip (Empore/Disk C18, diameter 47 mm) into a vial with a micro insert tip. Before analysis lipid components were removed by adding 500 µl of chloroform, centrifugation and separation of the non-polar-phase to avoid contamination of the ESI ion transfer capillary.
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Publication 2012
Alkanes Ampicillin Capillaries Cellular Structures Centrifugation Chloramphenicol Chloroform Cold Temperature decane DNA Replication docosane dotriacontane eicosane Empore Freezing Gas Chromatography-Mass Spectrometry hexadecane Lipids Methanol methoxyamine methoxyamine hydrochloride n-dodecane Neoplasm Metastasis Nitrogen octacosane octadecane octatriacontane PER1 protein, human Plant Leaves Plants Powder pyridine pyridine hydrochloride Retention (Psychology) Sorbitol Strains tetracosane tetradecane
After having removed the remaining lipid phase from the vials/tubes, 200 µl of the polar phase was transferred into pre-labelled 1.5 ml microcentrifuge tube and the samples were dried down in a SpeedVac concentrator without heating. For the analysis of the samples, the dried pellets were derivatized and analyzed using a previously published GC-TOF–MS method [21 (link), 32 (link)]. Briefly, the dried 200 µl aliquots of the polar phase were re-suspended in methoxyamine-hydrochloride/pyridine solution for methoxymization of carbonyl groups followed by heating at 37 °C for 90 min. The samples were further derivatized with N-methyl-N-trimethylsilyltrifloracetamide (MSTFA) for 30 min at 37 °C. The MSTFA solution contained a mixture of 13 fatty acid methyl esters (FAMEs) with different chain length, which were used in the post-measurement as retention time standards. 1 µl of the derivatized sample mixture was injected onto the GC-column and measured. Data analysis was performed using the TargetSearch package according to Cuadros-Inostroza et al. [33 (link)].
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Publication 2016
Esters Fatty Acids Gas Chromatography-Mass Spectrometry Lipids methoxyamine methoxyamine hydrochloride Pellets, Drug pyridine pyridine hydrochloride Retention (Psychology)
The following reagents and authentic standard compounds were obtained
from (suppliers): water, isopropanol, and acetonitrile (Fisher Optima); pyridine
(Acros Organics); C8 – C30 fatty acid methyl esters
[FAMEs], methoxyamine hydrochloride [MeOX],
ethoxyamine hydrochloride [EtOX],
N-methyl-N-(trimethylsilyl)-trifluoroacetamide
[MSTFA],
N-methyl-N-(trimethyl-d9-silyl)-trifluoroacetamide
[MSTFA-d9], ammonium formate, formic acid, and
N-methyl-L-alanine (Sigma-Aldrich);
2′-O-methyluridine-5′-triphosphate,
3′-O-methyluridine-5′-triphosphate,
5-methyluridine-5′-triphosphate (TriLink BioTechnologies);
4-hydroxypropofol-1-O-β-D-glucuronide, and
4-hydroxypropofol-4-O-β-D-glucuronide (Toronto
Research Chemicals).
All metabolites extraction procedures are kept on ice, the quantities
for sample aliquots were 25 μL for blood plasma,
5×106 for cells, 5 mg for tissues, 2 mL for algae
cultures. Metabolites were extracted with 1,000 μL degassed
acetonitrile:isopropanol:water (3:3:2, v/v/v), and then homogenized,
centrifuged, decanted, and evaporated. Extracts were cleaned by 500 μL
degassed acetonitrile:water (1:1, v/v) to remove triglycerides and membrane
lipids, and evaporated again. For GC-MS analysis, internal standards C8
– C30 FAMEs were added to determine the retention index. The dried
samples were derivatized with 10 μL MeOX (or EtOX) in pyridine and
subsequently by 90 μL MSTFA (or MSTFA-d9) for trimethylsilylation of
acidic protons. For LC-MS analysis, the extracted samples were resuspended in 50
μL acetonitrile:water (4:1, v/v) and submitted to instrument.
Publication 2017
2'-O-methyluridine 3-methyluridine acetonitrile Alanine Cells Esters Fatty Acids formic acid formic acid, ammonium salt Gas Chromatography-Mass Spectrometry Glucuronides Isopropyl Alcohol methoxyamine hydrochloride N-methyl-N-(trimethylsilyl)trifluoroacetamide Plasma Protons pyridine Retention (Psychology) ribothymidine Tissues trifluoroacetamide Triglycerides triphosphate
The extraction of low molecular weight metabolites was performed according to the method described in our previous report [7] . Briefly, 50 µl of serum were mixed with 250 µl of a solvent mixture (MeOH:H2O:CHCl3 = 2.5:1:1) containing 10 µl of 0.5 mg/ml 2-isopropylmalic acid (Sigma-Aldrich, Tokyo, Japan) dissolved in distilled water as an internal standard, and then the solution was shaken at 1,200 rpm for 30 min at 37°C, before being centrifuged at 16,000 x g for 3 min at 4°C. Two hundred and twenty-five µl of the resultant supernatant were transferred to a clean tube, and 200 µl of distilled water were added to the tube. After being mixed, the solution was centrifuged at 16,000 x g for 3 min at 4°C, and 250 µl of the resultant supernatant were transferred to a clean tube, before being lyophilized using a freeze dryer. For oximation, 40 µl of 20 mg/ml methoxyamine hydrochloride (Sigma-Aldrich, Tokyo, Japan) dissolved in pyridine were mixed with a lyophilized sample, before being shaken at 1,200 rpm for 90 min at 30°C. Next, 20 µl of N-methyl-N-trimethylsilyl-trifluoroacetamide (MSTFA) (GL Science, Tokyo, Japan) were added for derivatization, and the mixture was incubated at 1,200 rpm for 30 min at 37°C. The mixture was then centrifuged at 16,000 x g for 5 min at 4°C, and the resultant supernatant was subjected to GC/MS measurement.
According to the method describe in a previous report [8] (link), GC/MS analysis was performed using a GCMS-QP2010 Ultra (Shimadzu Co., Kyoto, Japan) with a fused silica capillary column (CP-SIL 8 CB low bleed/MS; 30 m × 0.25 mm inner diameter, film thickness: 0.25 µm; Agilent Co., Palo Alto, CA). The front inlet temperature was 230°C. The flow rate of helium gas through the column was 39.0 cm/sec. The column temperature was held at 80°C for 2 min and then raised by 15°C/min to 330°C and held there for 6 min. The transfer line and ion-source temperatures were 250°C and 200°C, respectively. Twenty scans per second were recorded over the mass range 85–500 m/z using the Advanced Scanning Speed Protocol (ASSP, Shimadzu Co.). In this study, the detection voltage was confirmed every day before GC/MS analysis, because this value reflects on the degree of contamination in the instrument. In addition, the blank samples were measured before measurement of the serum samples. During GC/MS analysis, the 20 samples per 1 day were measured, and the septum and glass liner in the GC inlet were changed every 100 injections to the column.
Data processing was performed according to the methods described in previous reports [8] (link), [9] (link). Briefly, MS data were exported in netCDF format. The peak detection and alignment were performed using the MetAlign software (Wageningen UR, The Netherlands). The resultant data were exported in CSV format and then analyzed with in-house analytical software (AIoutput). This software enables peak identification and semi-quantification using an in-house metabolite library. For semi-quantification, the peak height of each ion was calculated and normalized to the peak height of 2-isopropylmalic acid as an internal standard. Names were assigned to each metabolite peak based on the method described in a previous report [9] (link). All data obtained from the serum samples were subjected to MetAlign software at once, because the same alignment conditions needed to be performed during all data analysis. In GC/MS analysis, multiple peaks are sometimes detected for a particular metabolite due to TMS-derivatization, isomeric form, etc. In such cases, the peak that most reflected the level of the metabolite was adopted for the semi-quantitative evaluation.
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Publication 2012
Acids ARID1A protein, human Capillaries cDNA Library Chloroform Dental Cavity Liner Freezing Gas Chromatography-Mass Spectrometry Helium Isomerism methoxyamine hydrochloride N-methyl-N-(trimethylsilyl)trifluoroacetamide PER1 protein, human pyridine Serum Silicon Dioxide Solvents trifluoroacetamide

Most recents protocols related to «Methoxyamine hydrochloride»

Urine samples of 100 μL were taken and reacted with a urase solution of 10 μL (100 units/10 μL) at 37 °C for 60 min. We added 890 μL of extraction solvent (methanol/formic acid = 99.875:0.125, v/v) and vortexed it for 5 min. To precipitate extra protein, we centrifuged the sample at 16,100× g for 10 min at 4 °C. We took 400 μL of supernatant and dried it in a vacuum concentrator.
Before instrumental analysis, all samples were derivatized with methoxyamine and sylation. In brief, the dried residue was then treated with 50 μL of a methoxyamine reagent (20 mg/mL methoxyamine hydrochloride in pyridine) at 37 °C for 90 min, followed by the addition of 50 μL of N-Methyl-N-(trimethylsilyl) trifluoroacetamide (MSTFA) reagent (MSTFA + 1% TMCS) and a subsequent reaction at 37 °C for 30 min.
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Publication 2024
3-Phenylbutyric acid, methoxyamine hydrochloride, pyridine and N,O-bis(trimethylsilyl)-trifluoroacetamide (BSTFA) with 1% trimethylsilyl chloride (TMCS) were purchased from Sigma-Aldrich (St. Louis, Missouri, USA). Methanol and chloroform were purchased from Honeywell International Inc. (Muskegon, Michigan, USA).
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Publication 2024
The extracts were thawed, vortexed, and carefully dried under a nitrogen stream. Then, a two-step derivatization process was performed, as reported by Araujo et al. (2018 (link)). Prior to GC–MS analysis, the dried extract was subjected to oximation by adding 50 µL of a methoxyamine solution (15 mg/mL methoxyamine hydrochloride in pyridine, 60 min at 70 °C) followed by a trimethylsilyl (TMS) derivatization using a mixture of BSTFA with 1% TCMS (room temperature, 60 min). After derivatization, 2 µL of TMS derivatives were directly injected into the GC–MS system. Sample preparation and injection were randomized to avoid analytical bias.
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Publication 2024
Methanol was purchased from Sigma (MO, United States, Lot#WXBC2211V), chloroform and pyridine were purchased from Sinopharm Chemical Reagent limited corporation (Shanghai, China), methoxyamine hydrochloride and N, O-bis (trimethylsilyl) trifluoroacetamide (BSTFA) with 1% trimethylchlorosilane (TMCS) were purchased from Sigma-aldrich (Shanghai, China, Lot#P1890844), heptadecanoic acid was purchased from Aladdin (Shanghai, China, Lot#K1325026). Heptadecanoic acid was used as internal standard.
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Publication 2024
Before sample preparation, an internal standard stock solution (50ppm) of 3-phenylbutyric acid dissolved in methanol and 15 mg/mL methoxyamine hydrochloride in pyridine was prepared. The sample preparation method entailed adding 50 µl of internal standard solution to 50 µL of each CSF sample and drying at 40 °C under a light stream of nitrogen for 45 min. Thereafter, 50 µL of methoxamine hydrochloride was added to each dried CSF sample and vortexed for 30 s. Hereafter, incubation of the samples at 50 °C for 90 min. Finally, 80 µL of BSTFA with 1% TMCS was added and incubated at 60 °C for 60 min. Each sample was transferred to a GC–MS vile containing a vile insert and capped.
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Publication 2024

Top products related to «Methoxyamine hydrochloride»

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Methoxyamine hydrochloride is a chemical compound used as a laboratory reagent. It serves as a source of the methoxyamine functional group, which is commonly utilized in various chemical reactions and analytical procedures.
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Pyridine is a colorless, flammable liquid used as a solvent and as an intermediate in the production of various organic compounds. It has a distinctive pungent odor. Pyridine is commonly employed in chemical synthesis, pharmaceuticals, and the production of other industrial chemicals.
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N-methyl-N-(trimethylsilyl) trifluoroacetamide (MSTFA) is a chemical compound used as a derivatizing agent in analytical chemistry. It is primarily employed in gas chromatography-mass spectrometry (GC-MS) analysis for the derivatization of compounds with active hydrogen atoms, such as alcohols, amines, and carboxylic acids, to enhance their volatility and improve their chromatographic separation.
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N-methyl-N-(trimethylsilyl) trifluoroacetamide is a chemical compound used as a silylating agent in analytical chemistry. It is commonly used to derivatize polar compounds, such as alcohols and carboxylic acids, to enhance their volatility and thermal stability for gas chromatography analysis.
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Methanol is a clear, colorless, and flammable liquid that is widely used in various industrial and laboratory applications. It serves as a solvent, fuel, and chemical intermediate. Methanol has a simple chemical formula of CH3OH and a boiling point of 64.7°C. It is a versatile compound that is widely used in the production of other chemicals, as well as in the fuel industry.
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Acetonitrile is a highly polar, aprotic organic solvent commonly used in analytical and synthetic chemistry applications. It has a low boiling point and is miscible with water and many organic solvents. Acetonitrile is a versatile solvent that can be utilized in various laboratory procedures, such as HPLC, GC, and extraction processes.
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Acetonitrile is a colorless, volatile, flammable liquid. It is a commonly used solvent in various analytical and chemical applications, including liquid chromatography, gas chromatography, and other laboratory procedures. Acetonitrile is known for its high polarity and ability to dissolve a wide range of organic compounds.

More about "Methoxyamine hydrochloride"

Methoxyamine hydrochloride (MeONH2·HCl) is a versatile chemical compound with diverse applications in organic synthesis and analytical chemistry.
This reagent can react with carbonyl compounds, such as aldehydes and ketones, to form oxime derivatives, enabling the synthesis of various organic molecules.
The optimal protocols for working with methoxyamine hydrochloride can vary depending on the specific research context.
Factors like solvent choice (e.g., methanol, acetonitrile, formic acid), reaction conditions, and purification methods can impact the overall process.
Researchers may also consider using related compounds like pyridine or N-methyl-N-(trimethylsilyl) trifluoroacetamide (MSTFA) in conjunction with methoxyamine hydrochloride to enhance the efficiency and versatility of their reactions.
To improve reproducibility and accuracy, PubCompare.ai's AI-driven research protocol optimization can be leveraged.
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