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29311

Sigma-Aldrich

CHES

BioUltra, ≥99.5% (T)

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Synonym(s):
2-(Cyclohexylamino)ethanesulfonic acid
Empirical Formula (Hill Notation):
C8H17NO3S
CAS Number:
Molecular Weight:
207.29
Beilstein/REAXYS Number:
2967601
EC Number:
MDL number:
PubChem Substance ID:
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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1 of 4

This Item
C2885C8210239779
vibrant-m

29311

CHES

Premium Grade
vibrant-m

C2885

CHES

-
vibrant-m

C8210

CHES

Premium Grade
vibrant-m

239779

CHES

-
assay

≥99.5% (T)

assay

≥99.0% (titration)

assay

≥99.0% (titration)

assay

≥99% (titration)

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

100

solubility

H2O: 0.5 M at 20 °C, clear, colorless

solubility

water: 0.6 g/25 mL, clear, colorless

solubility

H2O: 0.5 M, clear, colorless

solubility

water: 1 M

pH

3.0-5.0 (25 °C, 0.5 M in H2O)

pH

3.0-5.0 (103.6 g/L)

pH

3.0-5.0 (0.5 M in H2O)

pH

-

impurities

insoluble matter, passes filter test

impurities

-

impurities

≤0.0005% Phosphorus (P), ≤0.1% Insoluble matter

impurities

-

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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Youngjin Lee et al.
Biochemical and biophysical research communications, 486(2), 470-475 (2017-03-21)
Anti-bacterial and anti-viral neuraminidase agents inhibit neuraminidase activity catalyzing the hydrolysis of terminal N-acetylneuraminic acid (Neu5Ac) from glycoconjugates and help to prevent the host pathogenesis that lead to fatal infectious diseases including influenza, bacteremia, sepsis, and cholera. Emerging antibiotic and
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
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
Buffers of constant ionic strength for studying pH-dependent processes.
K J Ellis et al.
Methods in enzymology, 87, 405-426 (1982-01-01)
R C Bray et al.
Biochemistry, 39(37), 11258-11269 (2000-09-14)
Much is unknown concerning the role of thiolate ligands of molybdenum in molybdopterin enzymes. It has been suggested that thiolate dissociation from molybdenum is part of the catalytic mechanism of bis-molybdopterin enzymes of the dimethyl sulfoxide reductase (DMSOR) family. For

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