4 methylmorpholine

Manufactured by Merck Group

Sourced in United States

4-methylmorpholine is a chemical compound used as an intermediate in the synthesis of various pharmaceutical and agrochemical products. It is a clear, colorless liquid with a characteristic odor. The core function of 4-methylmorpholine is to serve as a building block or reagent in chemical reactions and processes, rather than being a final product itself.

Automatically generated - may contain errors

Lab products found in correlation

Spelling variants of this product

4-methylmorpholine (NMM) (2 citations)

12 protocols using 4 methylmorpholine

Synthesis and Characterization of PEG-BZA

Check if the same lab product or an alternative is used in the 5 most similar protocols

PEG‐BZA was synthesized as previously described.^[³⁰^] Briefly, 4‐formyl benzoic acid (0.528 g, 3.52 mmol, 2.1 eq. per amine; Sigma) was dissolved in 5 mL anhydrous DMF (Sigma) and activated with HATU (1.216 g, 3.2 mmol, 2 eq.; Sigma) and 4‐methylmorpholine (0.792 mL, 7.2 mmol, 4.5 eq.; Sigma). The reaction was allowed to stir for 5 min before the addition of 4‐arm 10 kDa PEG‐amine (4 g, 0.2 mmol; Creative PEGworks) dissolved in 5 mL DMF for a total reaction volume of 10 mL. The reaction was allowed stir at RT overnight. The final polymer was precipitated in ethyl ether (Thermo Fisher), pelleted by centrifugation at 22 000 rcf for 20 min, and re‐dissolved in Milli‐Q water. PEG‐BZA was dialyzed (MWCO: 3500 Da; Spectrum) against Milli‐Q water for 3 days at 4 °C, and dialysis water was changed two to three times per day. PEG‐BZA was lyophilized and stored at −20 °C. Modification of PEG‐BZA was estimated using ¹H NMR (500 MHz). PEG‐BZA was dissolved in deuterated water (D₂O; Sigma) at 10 mg mL⁻¹. δ = 9.9 ppm (1H, s, aldehyde); δ = 7.93 and 7.82 ppm (2H each; d; benzene ring); δ = 3.56 (217H per arm; s; PEG).

Hunt D.R., Klett K.C., Mascharak S., Wang H., Gong D., Lou J., Li X., Cai P.C., Suhar R.A., Co J.Y., LeSavage B.L., Foster A.A., Guan Y., Amieva M.R., Peltz G., Xia Y., Kuo C.J, & Heilshorn S.C. (2021). Engineered Matrices Enable the Culture of Human Patient‐Derived Intestinal Organoids. Advanced Science, 8(10), 2004705.

+ Open protocol

+ Expand

Synthesis and Characterization of Metallo-porphyrin Compounds

Check if the same lab product or an alternative is used in the 5 most similar protocols

All reagents and solvents were used as received without further purification. Non-ionic surfactant Pluronic® F127, tetraethyl orthosilicate (TEOS, 99.99%), tetramethyl orthosilicate (TMOS, >99%), chlorotrimethylsilane (TMSCI, 98%), hydrochloric acid (fuming, >37%), (3-aminopropyl)triethoxysilane (98%), 2-chloro-4,6-dimethoxy-1,3,5-triazine (CDMT, 97%), 4-Methylmorpholine (NMM, 99%), reagent grade dimethylformamide (DMF), tetrahydrofuran (THF) and acetic acid (99.7%) were purchased from Sigma-Aldrich. NaCl was purchased from Fluka. Metallo-porphyrin Pd-1-COOH (Pd(II) meso-Tetra(4-carboxyphenyl)porphyrine) was purchased from Frontier Scientific, Inc. Metallo-porphyrin Pt-2-COOH, Pt-3-COOH and Pd-3-COOH (Figure 1) were synthesized as previously reported.³⁵ A Millipore Milli-Q system was used for the purification of water (resistivity 18 MΩ).

Secco B.D., Ravotto L., Esipova T.V., Vinogradov S.A., Genovese D., Zaccheroni N., Rampazzo E, & Prodi L. (2019). Optimized synthesis of luminescent silica nanoparticles by a direct micelle-assisted method. Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology, 18(9), 2142-2149.

+ Open protocol

+ Expand

Amino Acid Labeling with TMT

Check if the same lab product or an alternative is used in the 5 most similar protocols

FAs, 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride (DMTMM), 4-methylmorpholine (NMM), chloroform (CHCl₃), Dulbecco’s modified Eagle’s medium (DMEM), and phosphate buffered saline (PBS) were purchased from Sigma-Aldrich. AminoxyTMT labeling reagents were purchased from Thermo.

Sun F., Choi A.A, & Wu R. (2018). Systematic Analysis of Fatty Acids in Human Cells with a Multiplexed Isobaric Tag (TMT)-Based Method. Journal of proteome research, 17(4), 1606-1614.

+ Open protocol

+ Expand

Hyaluronic Acid Modification Protocol

Check if the same lab product or an alternative is used in the 5 most similar protocols

Unless otherwise noted, all chemicals and solvents were of analytical grade and used as provided by the manufacturers. Sodium periodate, hyaluronic acid (sodium salt, MW: 1500 -1800 kDa), tert-butyl carbazate (t-BC), tri-Boc hydrazinoacetic acid, HATU, 4-methylmorpholine, trifluoroacetic acid (TFA), anhydrous dimethylformamide (DMF), and dichloromethane (DCM) were purchased from Sigma-Aldrich (St. Louis, MO, USA). 2,4,6-trinitrobenzene sulfonic acid (TNBS) was purchased from Thermo Scientific Inc. (Odessa, TX, USA).

Zhu D., Wang H., Trinh P., Heilshorn S.C, & Yang F. (2017). Elastin-like Protein-Hyaluronic acid (ELP-HA) Hydrogels with Decoupled Mechanical and Biochemical cues for Cartilage Regeneration. Biomaterials, 127, 132-140.

+ Open protocol

+ Expand

Human IgG N-Glycan Analysis

Check if the same lab product or an alternative is used in the 5 most similar protocols

Human IgG
from serum, bovine
fetuin, 2-aminobenzamide (2-AB), 2-aminobenzoic acid (2-AA), 2-¹³[C₆]-aminobenzoic acid, iodoacetamide, dithiothreitol,
dimethyl sulfoxide (DMSO), methylamine hydrochloride, (7-azabenzotriazol-1-yloxy)trispyrrolidinophosphonium
hexafluorophosphate (PyAOP), 4-methylmorpholine, sodium hydroxide,
cellulose (medium fibrous), iodomethane, and 2,5-dihydroxybenzoic
acid (DHB) were purchased from Sigma (St. Louis, MO). N-Glycosidase
F (PNGase F) was obtained from New England Biolabs (Ipswich, MA).
The Viva Spin series of spin filters (10K and 30K MWCO) were purchased
from Sartorius Stedium Biotech (Aubagne, France).

Zhou H., Warren P.G., Froehlich J.W, & Lee R.S. (2014). Dual Modifications Strategy to Quantify Neutral and Sialylated N-Glycans Simultaneously by MALDI-MS. Analytical Chemistry, 86(13), 6277-6284.

+ Open protocol

+ Expand

Lipidomics Sample Preparation Protocol

Check if the same lab product or an alternative is used in the 5 most similar protocols

AminoxyTMT sixplex Label Reagent Set was purchased from Thermo Fisher Scientific Inc. (Waltham, MA, USA). Phospholipid mixtures were obtained from Avanti Polar Lipids, Inc. (Alabaster, AL, USA). Lipid mediator standards, 12-HETE, 20-HETE, TXB₂, PGE₂, arachidonic acid, tetranor-PGDM, and 20-carboxy-LTB₄ were obtained from Cayman Chemical (Ann Arbor, MI, USA). LPA (16:0), LPA (18:1), and PA (36:2) were obtained from Avanti Polar Lipids (Alabaster, AL, USA). DMTMM and 4-methylmorpholine (NMM) were purchased from Sigma-Aldrich Co. (St. Louis, MO, USA). 1-Ethyl-3-[3-dimethylaminopropyl]carbodiimide hydrochloride (EDC) was obtained from Fuji Film Wako Pure Chemical Co. (Osaka, Japan). Special grade reagents of ammonium bicarbonate, sodium chloride and 1-buthanol, and HPLC grade solvents of methanol, isopropanol and acetonitrile were purchased from Wako Pure Chemical Co. The authentic lipid standard stock solutions were 12-HETE (0.6 μg/mL), 20-HETE (0.6 μg/mL), TXB₂ (0.6 μg/mL), PGE₂ (0.6 μg/mL), AA (0.6 μg/mL), tetranor-PGDM (0.6 μg/mL), 20-carboxy-LTB₄ (0.6 μg/mL), LPA(16:0) (10 μM), LPA (18:1) (10 μM), PA (36:2) (5 μg/mL).

Tokuoka S.M., Kita Y., Sato M., Shimizu T., Yatomi Y, & Oda Y. (2020). Development of Tandem Mass Tag Labeling Method for Lipid Molecules Containing Carboxy and Phosphate Groups, and Their Stability in Human Serum. Metabolites, 11(1), 19.

+ Open protocol

+ Expand

Functionalization of Phosphonic Acid Compounds

Check if the same lab product or an alternative is used in the 5 most similar protocols

(6-{2-[2-(2-Hydroxyethoxy)ethoxy]ethoxy}hexyl)phosphonic
acid and (2-(2-(2-hydroxyethoxy)ethoxy)ethyl)phosphonic acid were
purchased from SiKÉMIA. N-Hydroxysuccinimide
(≥98%) and dopamine hydrochloride (≥99%) were purchased
from Acros Organics. 2-[2-(2-Methoxyethoxy)ethoxy]acetic acid (>95.0%)
was purchased from TCI Chemicals. Hafnium(IV) tert-butoxide (99.99%), N,N′-dicyclohexylcarbodiimide
(99%), 4-(dimethylamino)pyridine (≥99%), 4-methylmorpholine
(99%), sodium nitrite (≥99.0%), and solvents used for synthesis
were purchased from Sigma-Aldrich. All purchased chemicals were used
without further purification. All deuterated solvents were purchased
from Sigma-Aldrich or Eurisotop.

Deblock L., Goossens E., Pokratath R., De Buysser K, & De Roo J. (2022). Mapping out the Aqueous Surface Chemistry of Metal Oxide Nanocrystals: Carboxylate, Phosphonate, and Catecholate Ligands. JACS Au, 2(3), 711-722.

+ Open protocol

+ Expand

Synthesis and Characterization of Peptide-Dye Conjugates

Check if the same lab product or an alternative is used in the 5 most similar protocols

We purchased benzylamine (BA, 99%), deuterated dimethyl oxide (DMSO-D₆, 100%, 99.96 atom % D), deuterium oxide (D₂O, 99.96 atom % D), 1-ethyl-3(3-dimethylaminopropyl)carbodiimide hydrochloride (EDC·HCl, 99%), N,N′-diisopropyl-carbodiimide (DIC, 99%), 37 wt%. hydrochloric acid (HCl, MQ 200), 2-(N-morpho-lino)ethane sulfonic acid (MES, 99.5%), Nile Red (MQ 100), piperidine (99%), Fmoc-D(OtBu)-wang resin (100–200 Mesh size, loading 0.67 mmol g⁻¹), protected amino acids (Fmoc-A-OH (95%), Fmoc-V-OH (>98%), Ac-F-OH (98%), Fmoc-I-OH (98%)), sodium hydroxide (NaOH, >98%), N,N-dimethylformamide (DMF, 99.8%), diethyl ether (Et₂O, >99%) trifluoroacetic acid (TFA, 99%), triisopropylsilane (TIPS, 99%), N-ethyldiisopropylamine (99%, DIEA), 4-chloro-7-nitrobenzo-furazan (NBD-Cl, 98%), β-mercaptoethanol (>99%) and 4-methyl-morpholine (NMM, 99%) from Sigma-Aldrich. Hydroquinone (99%) was purchased from Thermo Fisher Scientific and oxyma (97%) from Novabiochem. High-performance liquid chromatography (HPLC) grade acetonitrile (ACN) was purchased from VWR. All chemicals were used without any further purification unless stated differently.

Rodon-Fores J., Würbser M.A., Kretschmer M., Rieß B., Bergmann A.M., Lieleg O, & Boekhoven J. (2022). A chemically fueled supramolecular glue for self-healing gels. Chemical Science, 13(38), 11411-11421.

+ Open protocol

+ Expand

Synthesis and Characterization of Gold Nanoparticles

Check if the same lab product or an alternative is used in the 5 most similar protocols

Isobutyl chloroformate, thioctic acid, 4-methylmorpholine (MMP), tetrahydrofuran (THF), 2-cyano-6-aminobenzothiazole, tetrachloroauric acid trihydrate (HAuCl₄·3H₂O), cysteine (Cys), homocysteine (Hcy) and glutathione (GSH) were purchased from Sigma-Aldrich (Shanghai, China). Silver nitrate (AgNO₃), hydrochloric acid (HCl), ascorbic acid (AA), and trisodium citrate were purchased from Aladdin Chemistry Co. Ltd (Shanghai, China). Polyethyleneglycol (PEG, MW 5000) was obtained from Jenkem Technology Co. Ltd (Beijing, China). All chemicals were used without further purification, unless otherwise stated.

Li S.S., Guan Q.Y., Zheng M., Wang Y.Q., Ye D., Kang B., Xu J.J, & Chen H.Y. (2017). Simultaneous quantification of multiple endogenous biothiols in single living cells by plasmonic Raman probes †Electronic supplementary information (ESI) available: The synthetic route, 1H NMR spectra, 13C NMR spectra, and LC-MS spectra of the Raman reporter, the TEM micrograph and UV-vis extinction spectra of AuNSs, the Raman spectra of Cys, Hcy and GSH modified AuNSs/PEG, the Raman spectra of PRPs reacted with different concentrations of Cys, Hcy or/and GSH over time, the scatter plot of the PC1 vs. PC2 scores of the Cys product, Hcy product, GSH product and mixed product, the calibration curve for three constituents and two constituents, the changes of ΔC N in the presence of diverse amino acids, the real-time Raman spectra of PRPs reacted with Cys, Hcy and GSH in cell lysis, the Raman spectra of three product samples, and the localized electronic field of AuNSs against distance. See DOI: 10.1039/c7sc03218h. Chemical Science, 8(11), 7582-7587.

+ Open protocol

+ Expand

Quantitative Glycoprotein Analysis

Check if the same lab product or an alternative is used in the 5 most similar protocols

Human serum IgG, Bovine fetuin, dithiothreitol (DTT), iodoacetamide (IAA), dimethyl sulfoxide, methylamine hydrochloride, 4-methylmorpholine, sodium hydroxide, cellulose (medium fibrous), iodomethane, 2,5-dihydroxybenzoic acid (DHB), 1-butanol, HPLC grade of ethanol, 2-amniobenzoic acid, and 2-[¹³C₆]-aminobenzoic acid were purchased from Sigma-Aldrich (St. Louis, MO). PNGase F (glycerol-free) was purchased from New England Biolabs (Ipswich, MA). Sequencing grade trypsin was obtained from Promega (Madison, WI). H₂¹⁸O (98%) was obtained from Rotem (Arava, Israel). The uniquely-functionalized silica beads (10 μm) were synthesized in-house (EMD Millipore, Billerica, MA). Urine was obtained from one healthy donor under an institutional review board-approved protocol. Kidney, bladder, and colon were isolated from C57BL/6 laboratory mice.

Zhou H., Morley S., Kostel S., Freeman M.R., Joshi V., Brewster D, & Lee R.S. (2016). Universal Solid-phase Reversible Sample-Prep for Concurrent Proteome and N-glycome Characterization. Journal of proteome research, 15(3), 891-899.

+ Open protocol

+ Expand

About PubCompare

Our mission is to provide scientists with the largest repository of trustworthy protocols and intelligent analytical tools, thereby offering them extensive information to design robust protocols aimed at minimizing the risk of failures.

We believe that the most crucial aspect is to grant scientists access to a wide range of reliable sources and new useful tools that surpass human capabilities.

However, we trust in allowing scientists to determine how to construct their own protocols based on this information, as they are the experts in their field.

Ready to get started?

Revolutionizing how scientists
search and build protocols!