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MES is the common name for the compound 2-(''N''-morpholino)ethanesulfonic acid. Its chemical structure contains a
morpholine Morpholine is an organic chemical compound having the chemical formula O( C H2CH2)2 NH. This heterocycle features both amine and ether functional groups. Because of the amine, morpholine is a base; its conjugate acid is called morpholinium. F ...
ring. It has a
molecular weight A molecule is a group of two or more atoms held together by attractive forces known as chemical bonds; depending on context, the term may or may not include ions which satisfy this criterion. In quantum physics, organic chemistry, and bioch ...
of 195.2 and the
chemical formula In chemistry, a chemical formula is a way of presenting information about the chemical proportions of atoms that constitute a particular chemical compound or molecule, using chemical element symbols, numbers, and sometimes also other symbols, ...
is C6H13NO4S. Synonyms include: 2-morpholinoethanesulfonic acid; 2-(4-morpholino)ethanesulfonic acid; 2-(N-morpholino)ethanesulfonic acid; 2-(4-morpholino)ethanesulfonic acid; MES; MES hydrate; and morpholine-4-ethanesulfonic acid hydrate.
MOPS MOPS (3-(''N''-morpholino)propanesulfonic acid) is a buffer introduced in the 1960s, one of the twenty Good's buffers. It is a structural analog to MES, and like MES, its structure contains a morpholine ring. HEPES is a similar pH buffering ...
is a similar pH buffering compound which contains a propanesulfonic
moiety Moiety may refer to: Chemistry * Moiety (chemistry), a part or functional group of a molecule ** Moiety conservation, conservation of a subgroup in a chemical species Anthropology * Moiety (kinship), either of two groups into which a society is ...
instead of an ethanesulfonic one.


Applications

MES is used as a
buffering agent A buffer solution (more precisely, pH buffer or hydrogen ion buffer) is an aqueous solution consisting of a mixture of a weak acid and its conjugate base, or vice versa. Its pH changes very little when a small amount of strong acid or base is ...
in
biology Biology is the scientific study of life. It is a natural science with a broad scope but has several unifying themes that tie it together as a single, coherent field. For instance, all organisms are made up of cells that process hereditar ...
and
biochemistry Biochemistry or biological chemistry is the study of chemical processes within and relating to living organisms. A sub-discipline of both chemistry and biology, biochemistry may be divided into three fields: structural biology, enzymology ...
. It has p''K''a value of 6.15 at 20 °C. The pH (and p''K''a at
ionic strength The ionic strength of a solution is a measure of the concentration of ions in that solution. Ionic compounds, when dissolved in water, dissociate into ions. The total electrolyte concentration in solution will affect important properties such ...
I≠0) of the buffer solution changes with concentration and temperature, and this effect may be predicted using online calculators. MES is highly soluble in water. The
melting point The melting point (or, rarely, liquefaction point) of a substance is the temperature at which it changes state from solid to liquid. At the melting point the solid and liquid phase exist in equilibrium. The melting point of a substance depends ...
is approx. 300 °C. MES was developed as one of
Good's buffers Good's buffers (also Good buffers) are twenty buffering agents for biochemical and biological research selected and described by Norman Good and colleagues during 1966–1980. Most of the buffers were new zwitterionic compounds prepared and tested ...
in the 1960s. These buffers were developed with the following criteria in mind: midrange p''K''a, maximum water
solubility In chemistry, solubility is the ability of a substance, the solute, to form a solution with another substance, the solvent. Insolubility is the opposite property, the inability of the solute to form such a solution. The extent of the solub ...
and minimum solubility in all other
solvents A solvent (s) (from the Latin '' solvō'', "loosen, untie, solve") is a substance that dissolves a solute, resulting in a solution. A solvent is usually a liquid but can also be a solid, a gas, or a supercritical fluid. Water is a solvent for ...
, minimal salt effects, minimal change in p''K''a with temperature, chemically and enzymatically stable, minimal absorption in visible or UV spectral range and reasonably easily synthesized. MES is also useful as a non-coordinating buffer in chemistry involving metal ions, as many common buffers (e.g.
phosphate In chemistry, a phosphate is an anion, salt, functional group or ester derived from a phosphoric acid. It most commonly means orthophosphate, a derivative of orthophosphoric acid . The phosphate or orthophosphate ion is derived from phosph ...
and
acetate An acetate is a salt formed by the combination of acetic acid with a base (e.g. alkaline, earthy, metallic, nonmetallic or radical base). "Acetate" also describes the conjugate base or ion (specifically, the negatively charged ion called ...
) readily form
coordination complexes A coordination complex consists of a central atom or ion, which is usually metallic and is called the ''coordination centre'', and a surrounding array of bound molecules or ions, that are in turn known as ''ligands'' or complexing agents. Many ...
. MES only weakly binds Ca, Mg, Mn, and it has negligible binding with Cu(II).


Safety

Contact with this buffer is hazardous;
skin Skin is the layer of usually soft, flexible outer tissue covering the body of a vertebrate animal, with three main functions: protection, regulation, and sensation. Other cuticle, animal coverings, such as the arthropod exoskeleton, have diffe ...
or
eye Eyes are organs of the visual system. They provide living organisms with vision, the ability to receive and process visual detail, as well as enabling several photo response functions that are independent of vision. Eyes detect light and conv ...
exposure should be cleaned well with water and medical aid should be sought in the case of eye exposure, swallowing or
inhalation Inhalation (or Inspiration) happens when air or other gases enter the lungs. Inhalation of air Inhalation of air, as part of the cycle of breathing, is a vital process for all human life. The process is autonomic (though there are exceptions ...
of dust. It also emits
toxic Toxicity is the degree to which a chemical substance or a particular mixture of substances can damage an organism. Toxicity can refer to the effect on a whole organism, such as an animal, bacterium, or plant, as well as the effect on a subs ...
fumes upon combustion, including
carbon monoxide Carbon monoxide ( chemical formula CO) is a colorless, poisonous, odorless, tasteless, flammable gas that is slightly less dense than air. Carbon monoxide consists of one carbon atom and one oxygen atom connected by a triple bond. It is the si ...
,
nitrogen oxide Nitrogen oxide may refer to a binary compound of oxygen and nitrogen, or a mixture of such compounds: Charge-neutral * Nitric oxide (NO), nitrogen(II) oxide, or nitrogen monoxide *Nitrogen dioxide (), nitrogen(IV) oxide * Nitrogen trioxide (), o ...
and
sulfur oxide Sulfur oxide refers to many types of sulfur and oxygen containing compounds such as SO, SO2, SO3, S7O2, S6O2, S2O2, etc. Sulfur oxide (SO''x'') refers to one or more of the following: * Lower sulfur oxides (S''n''O, S7O2 and S6O2) * Sulfur mono ...
s.


See also

*
CAPS (buffer) CAPS is the common name for ''N''-cyclohexyl-3-aminopropanesulfonic acid, a chemical used as buffering agent in biochemistry. The similar substance ''N''-cyclohexyl-2-hydroxyl-3-aminopropanesulfonic acid (CAPSO) is also used as buffering agent ...
*
CHES Ches may refer to: * Assata Shakur (married name Joanne Chesimard), nickname * CHES (buffer) *William Cheswick ("Ches") a computer security and networking researcher See also *Chez (disambiguation) *Chess Chess is a board game for two playe ...
*
MOPS MOPS (3-(''N''-morpholino)propanesulfonic acid) is a buffer introduced in the 1960s, one of the twenty Good's buffers. It is a structural analog to MES, and like MES, its structure contains a morpholine ring. HEPES is a similar pH buffering ...
*
HEPES HEPES (4-(2-hydroxyethyl)-1-piperazineethanesulfonic acid) is a zwitterionic sulfonic acid buffering agent; one of the twenty Good's buffers. HEPES is widely used in cell culture, largely because it is better at maintaining physiological pH des ...
* HEPPS *
Tris Tris, or tris(hydroxymethyl)aminomethane, or known during medical use as tromethamine or THAM, is an organic compound with the formula (HOCH2)3CNH2, one of the twenty Good's buffers. It is extensively used in biochemistry and molecular biology a ...
* Common buffer compounds used in biology


References

{{reflist


External links


MES on OpenWetWare
Buffer solutions Sulfonic acids 4-Morpholinyl compunds