2-Morpholinoethanesulphonic Acid: A Deep Dive into Its Science and Application

Historical Development

Chemistry often makes its best advances through small, steady steps, and 2-Morpholinoethanesulphonic acid, or MES, showcases this path. The compound emerged during the surge in buffer development through the 1960s and 70s, led by researchers needing stable, non-interfering agents for controlling pH in biological work. This period saw researchers like Norman Good and his peers wrestling with rapid changes in scientific equipment and techniques. They looked for buffering solutions that avoided enzymes, tests, or cell systems from drifting out of the optimal range. MES, by delivering predictable buffering capacity around pH 6.1, slotted in among these resources. Its popularity kept rising as biologists, chemists, and pharmaceutical scientists all sought ways to run repeatable and clean experiments.

Product Overview

The official IUPAC name for MES is 2-(N-morpholino)ethanesulfonic acid. Scientists often shorthand its name just to MES. This white, crystalline powder dissolves easily in water, producing clear solutions. Labs count on its low ultraviolet absorption, so photometric tests go off without odd background noise. Because it rarely interacts with most metals and biological molecules, MES finds a home in protein work, enzyme research, and cell culture. It stands out for not crossing cell membranes. Unlike some early buffers, you don’t end up disrupting internal cell chemistry.

Physical & Chemical Properties

MES has a molecular formula of C6H13NO4S and a molar mass of about 195.24 grams per mole. The melting point sits near 300°C with decomposition, underscoring its thermal stability in most settings. In water, the solubility climbs past 100 grams per liter at room temperature, delivering concentrated stock solutions for busy labs. The acid’s pKa at 25°C measures roughly 6.1, which places it right in the sweet spot for buffering mild acids and bases—often needed when working with mammalian cells or delicate enzymes. MES powders tend to flow easily, and solutions remain colorless. Its stability under autoclaving saves time during media or buffer prep, since users can sterilize without degradation.

Technical Specifications & Labeling

Vendors label MES by its purity (frequently ≥99%), along with any traces of heavy metals or moisture. For biochemical work, pharma and academic labs demand lots with low endotoxin and bioburden counts. Product labels highlight batch numbers, shelf life, storage conditions, and recommended container types. The designated hazard warnings deserve attention. In my own experience, labeling matters most when multiple staff share a central reagent supply, and stock is stored for months. Double-checking batch data on the bottle proves crucial for troubleshooting sudden changes in assay performance.

Preparation Method

Manufacturing MES usually starts with ethylene oxide or ethylene chlorohydrin and morpholine, leading to an intermediate which reacts with sodium bisulfite. This chemical sequence needs careful temperature and pH controls. After reaction, the solution gets stripped of salts and other byproducts, then the acid is crystallized, rinsed, and dried. Finished product testing checks solid state purity, confirmed by spectroscopic methods or chromatography. Consistency and trace impurity testing become central quality points, since the tiniest change may derail a delicate experiment.

Chemical Reactions & Modifications

MES doesn’t participate directly in many reactions unless pushed under strong conditions. Its morpholine ring resists breaking except under strong acids or bases. Labs sometimes tweak MES’ sodium or potassium salt form, depending on the target experiment. You’ll rarely find the compound in oxidation, reduction, or substitution reactions outside these niche uses. The molecule’s structure, with a sulfonic acid group linked to a heterocyclic ring, mostly blocks it from reacting with metal ions or most organic reagents under typical lab setups.

Synonyms & Product Names

2-Morpholinoethanesulphonic acid appears under many aliases: MES, MES acid, and 2-(N-morpholino)ethanesulfonic acid. Trade catalogs announce it by its CAS number: 4432-31-9. Most major suppliers carry at least two qualities—biotech grade and analytical grade—matching them to either research or clinical use. A researcher may find the labeling “MES monohydrate” or “MES free acid” depending on water content.

Safety & Operational Standards

Handling MES doesn’t resemble classic laboratory hazards but shouldn’t lull anyone. Dry powder can bother the lungs or eyes. Skin contact rarely leads to trouble, though gloves protect from chronic irritation. Safety data sheets (SDS) spell out cleanup and emergency procedures, as MES poses little threat of combustion or sudden reactivity. Storage in cool, dry places extends shelf life, since water uptake changes the powder’s mass and purity. I remember labs where students forgot to seal bottles, only to return to sticky, compacted cakes—small mistakes, but ones that can throw off years of buffer recipes. Good habits, clear labeling, and proper storage remain fundamental.

Application Area

MES anchors modern biology and biochemistry labs. Biologists working in cell and tissue culture rely on it to keep environmental pH rock-steady. Protein chemists choose MES when working close to neutrality, notably with enzymes or antibodies sensitive to other amine-based buffers. Its negligible metal-binding stops interference with enzyme cofactors or crucial ionic signaling. Water test engineers lean on MES’ clear solutions to avoid signal drift in photometric measurements. Diagnostic kit makers and pharmaceutical developers prize MES for its lack of inhibition in enzyme-linked immunoassays. Years of personal lab work have demonstrated the difference between a clean MES buffer and a hastily-made phosphate one—many experiments demand the right buffer to interpret results with confidence.

Research & Development

MES didn’t freeze in time after its early invention. Scientists keep testing its performance in odd conditions, mixing it with salts, surfactants, and organic solvents to measure interactions. Manufacturing teams strive to cut trace contaminants, which can skew protein stability or enzyme reactions. MES regularly gets compared to its chemical cousins (PIPES, HEPES, and MOPS), with new publications weighing their pros and cons for cell biology, clinical assays, and fermentation. Modern labs even look for MES analogs with sharper buffering or different solubility, trying to match ever-more-specialized experiments. Over the decades, published protocols for MES-buffered solutions number in the thousands, touching fields ranging from crop science to synthetic biology.

Toxicity Research

MES doesn’t appear acutely dangerous at reasonable concentrations used in the lab. Animal studies point to low oral and dermal toxicity. Cell viability tests show little metabolic disruption. But data gaps linger—long-term exposure or high doses might lead to subtle health effects. Environmental chemists keep tabs on MES’ breakdown if dumped in wastewater, given its stability against natural degradation. For most workers, respecting general lab hygiene suffices, although repeated spills and careless handling could lead to respiratory or minor allergic issues. Tracking lab safety reports and vendor updates helps clarify if new risks emerge over time.

Future Prospects

MES has reached a stage where it’s unlikely to vanish from scientific labs. Its low cost, performance, and track record support ongoing use in buffer recipes, diagnostic kits, and pharmaceutical manufacturing. As experimental sensitivity improves, demand grows for ultrapure grades and careful handling. Research may reveal new limits or rare pitfalls, pressing scientists to keep testing for minute artifacts. Industrial applications, like fermentation or process control, increasingly require compounds that don’t cross-react in complex mixes; MES holds an edge in these spaces. If environmental rules or health standards evolve, chemistry firms may adjust their processes to guarantee safety, purity, and disposal compliance. For anyone charting the buffer field, MES delivers a rare blend of reliability and scientific flexibility.




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Is 2-Morpholinoethanesulphonic Acid suitable for buffer preparation in biological research?

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2-Morpholinoethanesulphonic Acid
2-Morpholinoethanesulphonic Acid
2-Morpholinoethanesulphonic Acid