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CHES (buffer)

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CHES
Names
Preferred IUPAC name 2-(Cyclohexylamino)ethane-1-sulfonic acid
Other names N-Cyclohexyl-2-aminoethanesulfonic acid; N-Cyclohexyltaurine
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChemSpider
DrugBank
ECHA InfoCard 100.002.832 Edit this at Wikidata
MeSH 2-(N-cyclohexylamino)ethanesulfonic+acid
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C8H17NO3S/c10-13(11,12)7-6-9-8-4-2-1-3-5-8/h8-9H,1-7H2,(H,10,11,12)Key: MKWKNSIESPFAQN-UHFFFAOYSA-N
  • InChI=1/C8H17NO3S/c10-13(11,12)7-6-9-8-4-2-1-3-5-8/h8-9H,1-7H2,(H,10,11,12)Key: MKWKNSIESPFAQN-UHFFFAOYAH
SMILES
  • O=S(=O)(O)CCNC1CCCCC1
Properties
Chemical formula C8H17NO3S
Molar mass 207.29 g·mol
Acidity (pKa) 9.3
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). checkY verify (what is  ?) Infobox references
Chemical compound

CHES (N-cyclohexyl-2-aminoethanesulfonic acid) is a buffering agent. CHES buffers have a useful range of pH 8.6–10.

It typically appears as a white crystalline powder.

Effect of impurities

Commercial prep of CHES (and other sulfonylethyl buffers like MES, BES, and PIPES) can contain a contaminant oligo(vinylsulfonic acid) (OVS), which is a polyanionic mimic of RNA, and can be a potent (pM) inhibitor of RNA binding proteins and enzymes.

References

  1. "Good's buffers (biological buffers)" (PDF).
  2. Smith, Bryan D.; Soellner, Matthew B.; Raines, Ronald T. (2003). "Potent Inhibition of Ribonuclease A by Oligo(vinylsulfonic Acid)". Journal of Biological Chemistry. 278 (23). Elsevier BV: 20934–20938. doi:10.1074/jbc.m301852200. ISSN 0021-9258.

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