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29311

Sigma-Aldrich

CHES

BioUltra, ≥99.5% (T)

Synonym(s):

2-(Cyclohexylamino)ethanesulfonic acid

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About This Item

Empirical Formula (Hill Notation):
C8H17NO3S
CAS Number:
103-47-9
Molecular Weight:
207.29
Beilstein:
2967601
EC Number:
203-115-6
MDL number:
MFCD00003835
UNSPSC Code:
12161700
PubChem Substance ID:
57648360
NACRES:
NA.25

product line

BioUltra

Assay

≥99.5% (T)

form

powder

impurities

insoluble matter, passes filter test

ign. residue

≤0.05%

loss

≤0.5% loss on drying, 110 °C

pH

3.0-5.0 (25 °C, 0.5 M in H2O)

useful pH range

8.6-10.0

pKa (25 °C)

9.3

solubility

H2O: 0.5 M at 20 °C, clear, colorless

anion traces

chloride (Cl-): ≤50 mg/kg
sulfate (SO42-): ≤500 mg/kg

cation traces

Al: ≤5 mg/kg
As: ≤0.1 mg/kg
Ba: ≤5 mg/kg
Bi: ≤5 mg/kg
Ca: ≤10 mg/kg
Cd: ≤5 mg/kg
Co: ≤5 mg/kg
Cr: ≤5 mg/kg
Cu: ≤5 mg/kg
Fe: ≤5 mg/kg
K: ≤50 mg/kg
Li: ≤5 mg/kg
Mg: ≤5 mg/kg
Mn: ≤5 mg/kg
Mo: ≤5 mg/kg
Na: ≤50 mg/kg
Ni: ≤5 mg/kg
Pb: ≤5 mg/kg
Sr: ≤5 mg/kg
Zn: ≤5 mg/kg

λ

0.5 M in H2O

UV absorption

λ: 260 nm Amax: 0.08
λ: 280 nm Amax: 0.05

SMILES string

OS(=O)(=O)CCNC1CCCCC1

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)

InChI key

MKWKNSIESPFAQN-UHFFFAOYSA-N

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General description

Cyclohexylaminoethanesulfonic acid (CHES) is a buffering agent. Its structure contains a hydrophilic taurine (2-aminoethanesulfonic acid) moiety and a hydrophobic cyclohexyl group. CHES binds to the active site of several enzymes and inhibits substrate binding and enzymatic activity. Therefore, CHES may be used as a scaffold for new drug development for regulating enzyme activity.

Application

2-(Cyclohexylamino)ethanesulfonic acid (CHES) has been used in the preparation of dimethyl trisulfide- polysorbate 80 (DMTS-PS80) formulation.

Other Notes

Buffer for studying pH-dependent processes in enzymology; Has a high affinity for the iodoacetate binding site of liver alcohol dehydrogenase.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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C Syvertsen et al.
European journal of biochemistry, 117(1), 165-170 (1981-06-01)
Both iodoacetic acid and (R,S)-2-bromo-3-(5-imidazolyl)propionic acid (BrImPpOH) react with liver alcohol dehydrogenase in an affinity labelling mechanism between pH 6.1 and 10.5. The buffer-independent dissociation constants and the first-order rate constants have been determined as a function of pH. With
Craig M Bartling et al.
Drugs in R&D, 16(1), 109-127 (2016-02-11)
Novel cyanide countermeasures are needed for cases of a mass-exposure cyanide emergency. A lead candidate compound is dimethyl trisulfide (DMTS), which acts as a sulfur donor for rhodanese, thereby assisting the conversion of cyanide into thiocyanate. DMTS is a safe
Jun Yang et al.
Langmuir : the ACS journal of surfaces and colloids, 24(18), 10265-10272 (2008-08-20)
A universal nitric oxide (NO) generating surface is assembled via Layer-by-Layer (LbL) deposition of sodium alginate (Alg) and organoselenium modified polyethyleneimine (SePEI) on quartz and polymeric substrates. The immobilized SePEI species is capable of catalytically decomposing S-nitrosothiol species (RSNO) to
Buffers of constant ionic strength for studying pH-dependent processes.
K J Ellis et al.
Methods in enzymology, 87, 405-426 (1982-01-01)
Luis Felipe Vallejo et al.
Biotechnology and bioengineering, 85(6), 601-609 (2004-02-18)
The human gene encoding the mature form of bone morphogenetic protein-2 (hBMP-2), a dimeric disulfide-bonded protein of the cystine knot growth factor family, was expressed in recombinant Escherichia coli using a temperature-inducible expression system. The recombinant protein was produced in
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