CHES (buffer)

CHES
	source ↗
Names
	Preferred IUPAC name 2-(Cyclohexylamino)ethane-1-sulfonic acid
	Other names N-Cyclohexyl-2-aminoethanesulfonic acid; N-Cyclohexyltaurine; 2-(N-cyclohexylamino)ethane sulfonic acid;
Identifiers
CAS Number	103-47-9 Y;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:44302;
ChemSpider	60260 Y;
DrugBank	DB03309 Y;
ECHA InfoCard	100.002.832
MeSH	2-(N-cyclohexylamino)ethanesulfonic+acid
PubChem CID	66898;
UNII	71X53V3RZ1 Y;
CompTox Dashboard (EPA)	DTXSID7059274 ;
	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) Y Key: MKWKNSIESPFAQN-UHFFFAOYSA-N Y; 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−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). Y verify (what is YN ?) Infobox references

CHES, 2-(Cyclohexylamino)ethane-1-sulfonic acid, is a buffering agent. CHES buffers have a useful range of pH 8.6–10.¹

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

References

"Good's buffers (biological buffers)" (PDF).
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.

External links

DrugBank EXPT02344

[1] "Good's buffers (biological buffers)" (PDF).

[Smith_Soellner_Raines_2003_pp._20934–20938-2] 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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