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About This Item
Linear Formula:
C2H5S(O)2CH=CH2
CAS Number:
Molecular Weight:
120.17
Beilstein:
1745130
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
Assay
97%
form
liquid
refractive index
n20/D 1.463 (lit.)
bp
118-119 °C/22 mmHg (lit.)
density
1.151 g/mL at 25 °C (lit.)
functional group
sulfone
SMILES string
CCS(=O)(=O)C=C
InChI
1S/C4H8O2S/c1-3-7(5,6)4-2/h3H,1,4H2,2H3
InChI key
BJEWLOAZFAGNPE-UHFFFAOYSA-N
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General description
Ethly vinyl sulfone alkylates ε-amino groups of lysine side chains and imidazole groups of histidine residues in proteins. Chemical modification of bovine serum albumin by ethyl vinyl sulfone has been studied by X-ray photoelectron spectroscopy.
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Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
WGK
WGK 3
Flash Point(F)
228.2 °F - closed cup
Flash Point(C)
109 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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M Friedman et al.
International journal of peptide and protein research, 7(6), 481-486 (1975-01-01)
Ethly vinyl sulfone (EVS) alkylates xi-amino groups of lysine side chains and imidazole groups of histidine residues in proteins. Amino acid analysis of hydrolyzates of EVS-treated polylysine shows that lysine forms two derivatives, presumably xi-N-(ethylsulfonylethyl)lysine and xi, xi, N,N-bis(ethylsulfonylethyl)lysine that
X-ray photoelectron spectroscopy of BSA and ethyl vinyl sulfone modified BSA.
M M Millard et al.
Biochemical and biophysical research communications, 70(2), 445-451 (1976-05-17)
M S Masri et al.
Journal of protein chemistry, 7(1), 49-54 (1988-02-01)
Disulfide bonds of bovine serum albumin and wool were reduced by n-tributylphosphine to sulfhydryl groups that were then modified by methyl or ethyl vinyl sulfone in a nucleophilic addition reaction to S-(beta-ethylsulfonylmethyl)-L-cysteine and S(beta-ethylsulfonylethyl)-L-cysteine, respectively. The reductive alkylation was carried
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