CHES (buffer)

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CHES
N-Cyclohexyl-2-aminoethanesulfonic acid.svg
Names
Preferred IUPAC name
2-(Cyclohexylamino)ethane-1-sulfonic acid
Other names
N-Cyclohexyl-2-aminoethanesulfonic acid; N-Cyclohexyltaurine
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
DrugBank
ECHA InfoCard 100.002.832 OOjs UI icon edit-ltr-progressive.svg
MeSH 2-(N-cyclohexylamino)ethanesulfonic+acid
PubChem CID
UNII
  • 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) Yes check.svgY
    Key: MKWKNSIESPFAQN-UHFFFAOYSA-N Yes check.svgY
  • 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
  • O=S(=O)(O)CCNC1CCCCC1
Properties
C8H17NO3S
Molar mass 207.29 g·mol−1
Acidity (pKa)9.3
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Yes check.svgY  verify  (what is  Yes check.svgYX mark.svgN ?)

CHES (N-cyclohexyl-2-aminoethanesulfonic acid) is a buffering agent. CHES buffers have a useful range of pH 8.6–10. [1]

Contents

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. [2]

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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.