MES is the common name for the compound 2-(N-morpholino)ethanesulfonic acid. Its chemical structure contains a morpholine ring. It has a molecular weight of 195.2 and the chemical formula 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 is a similar pH buffering compound which contains a propanesulfonic moiety instead of an ethanesulfonic one.
MES is used as a buffering agent in biology and biochemistry. It has pKa value of 6.15 at 20 °C. The pH (and pKa at ionic strength I≠0) of the buffer solution changes with concentration and temperature, and this effect may be predicted using online calculators.[2] MES is highly soluble in water. The melting point is approx. 300 °C.
MES was developed as one of Good's buffers in the 1960s. These buffers were developed with the following criteria in mind: midrange pKa, maximum water solubility and minimum solubility in all other solvents, minimal salt effects, minimal change in pKa with temperature, chemically and enzymatically stable, minimal absorption in visible or UV spectral range and reasonably easily synthesized.[1] MES is also useful as a non-coordinating buffer in chemistry involving metal ions, as many common buffers (e.g. phosphate and acetate) readily form coordination complexes. MES only weakly binds Ca, Mg, Mn, and it has negligible binding with Cu(II). [1][3]
Safety
Contact with this buffer is hazardous;[4]skin or eye exposure should be cleaned well with water and medical aid should be sought in the case of eye exposure, swallowing or inhalation of dust. It also emits toxic fumes upon combustion, including carbon monoxide, nitrogen oxide and sulfur oxides.
^ abcGood, Norman E.; Winget, G. Douglas; Winter, Wilhelmina; Connolly, Thomas N.; Izawa, Seikichi; Singh, Raizada M. M. (1966). "Hydrogen Ion Buffers for Biological Research". Biochemistry. 5 (2): 467–77. doi:10.1021/bi00866a011. PMID 5942950.
^Kandegedara, A.; Rorabacher, D. B. (1999). "Noncomplexing Tertiary Amines as "Better" Buffers Covering the Range of pH 3−11. Temperature Dependence of Their Acid Dissociation Constants". Anal. Chem. 71 (15): 3140–3144. doi:10.1021/ac9902594. PMID 21662904.
^. Archived from the original on 2018-09-20. Retrieved 2012-09-10.{{cite web}}: CS1 maint: archived copy as title (link)
External links
MES on OpenWetWare
February 19, 2023
buffer, common, name, compound, morpholino, ethanesulfonic, acid, chemical, structure, contains, morpholine, ring, molecular, weight, chemical, formula, c6h13no4s, synonyms, include, morpholinoethanesulfonic, acid, morpholino, ethanesulfonic, acid, morpholino,. MES is the common name for the compound 2 N morpholino ethanesulfonic acid Its chemical structure contains a morpholine ring It has a molecular weight of 195 2 and the chemical formula 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 is a similar pH buffering compound which contains a propanesulfonic moiety instead of an ethanesulfonic one MES NamesIUPAC names 2 morpholin 4 ylethanesulfonic acid Zwitterion 2 morpholin 4 ium 4 ylethanesulfonateOther names 2 N morpholino ethanesulfonic acidIdentifiersCAS Number 4432 31 9 free acid Y1266615 59 1 hydrate N145224 94 8 monohydrate N3D model JSmol Interactive imageChEBI CHEBI 39005 NChemSpider 70541 NECHA InfoCard 100 022 394PubChem CID 78165UNII 2GNK67Q0C4 YCompTox Dashboard EPA DTXSID4063454InChI InChI 1S C6H13NO4S c8 12 9 10 6 3 7 1 4 11 5 2 7 h1 6H2 H 8 9 10 NKey SXGZJKUKBWWHRA UHFFFAOYSA N NInChI 1 C6H13NO4S c8 12 9 10 6 3 7 1 4 11 5 2 7 h1 6H2 H 8 9 10 Key SXGZJKUKBWWHRA UHFFFAOYAPSMILES C1COCCN1CCS O O OPropertiesChemical formula C6H13NO4SMolar mass 195 2 g molAcidity pKa 6 15 1 Except where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa N verify what is Y N Infobox references Contents 1 Applications 2 Safety 3 See also 4 References 5 External linksApplications EditMES is used as a buffering agent in biology and biochemistry It has pKa value of 6 15 at 20 C The pH and pKa at ionic strength I 0 of the buffer solution changes with concentration and temperature and this effect may be predicted using online calculators 2 MES is highly soluble in water The melting point is approx 300 C MES was developed as one of Good s buffers in the 1960s These buffers were developed with the following criteria in mind midrange pKa maximum water solubility and minimum solubility in all other solvents minimal salt effects minimal change in pKa with temperature chemically and enzymatically stable minimal absorption in visible or UV spectral range and reasonably easily synthesized 1 MES is also useful as a non coordinating buffer in chemistry involving metal ions as many common buffers e g phosphate and acetate readily form coordination complexes MES only weakly binds Ca Mg Mn and it has negligible binding with Cu II 1 3 Safety EditContact with this buffer is hazardous 4 skin or eye exposure should be cleaned well with water and medical aid should be sought in the case of eye exposure swallowing or inhalation of dust It also emits toxic fumes upon combustion including carbon monoxide nitrogen oxide and sulfur oxides See also EditCAPS buffer CHES MOPS HEPES HEPPS Tris Common buffer compounds used in biologyReferences Edit a b c Good Norman E Winget G Douglas Winter Wilhelmina Connolly Thomas N Izawa Seikichi Singh Raizada M M 1966 Hydrogen Ion Buffers for Biological Research Biochemistry 5 2 467 77 doi 10 1021 bi00866a011 PMID 5942950 Biological buffers REACH Devices Kandegedara A Rorabacher D B 1999 Noncomplexing Tertiary Amines as Better Buffers Covering the Range of pH 3 11 Temperature Dependence of Their Acid Dissociation Constants Anal Chem 71 15 3140 3144 doi 10 1021 ac9902594 PMID 21662904 Archived copy Archived from the original on 2018 09 20 Retrieved 2012 09 10 a href Template Cite web html title Template Cite web cite web a CS1 maint archived copy as title link External links EditMES on OpenWetWare Retrieved from https en wikipedia org w index php title MES buffer amp oldid 1130040630, wikipedia, wiki, book, books, library,
