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Sigma-Aldrich

Ethyl vinyl sulfone

97%

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About This Item

Linear Formula:
C2H5S(O)2CH=CH2
CAS Number:
1889-59-4
Molecular Weight:
120.17
Beilstein:
1745130
EC Number:
217-567-7
MDL number:
MFCD00007568
UNSPSC Code:
12352100
PubChem Substance ID:
24857075
NACRES:
NA.22

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.)

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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Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

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

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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Sigma-Aldrich

JKA7025

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Sigma-Aldrich

226475

Phenyl vinyl sulfide

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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