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Merck

29311

Sigma-Aldrich

CHES

BioUltra, ≥99.5% (T)

Sinónimos:

Ácido 2-(ciclohexilamino)etanosulfónico

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About This Item

Fórmula empírica (notación de Hill):
C8H17NO3S
Número de CAS:
Peso molecular:
207.29
Beilstein/REAXYS Number:
2967601
EC Number:
MDL number:
UNSPSC Code:
12161700
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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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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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
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
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)
P Doble et al.
Electrophoresis, 19(12), 2257-2261 (1998-10-07)
The suitability of relatively slow (low absolute value of mobility) coanionic buffers in background electrolytes (BGEs) for indirect photometric detection of anions by capillary electrophoresis was investigated. As a model system, 2-(cyclohexylamino)ethanesulfonic acid (CHES) was used to buffer the indirect

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