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282839

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

Quality Level

100

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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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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 4: Flammable liquids
Type 3 petroleums
Hazardous rank III
Water insoluble liquid

JAN Code

282839-5G:
282839-BULK:
282839-1G:
282839-VAR:

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Certificates of Analysis (COA)

Lot/Batch Number
MKCM2481
MKCL4611
MKCF8114
MKCB3364V
MKBX3158V

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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

Global Trade Item Number

SKUGTIN
AV00001-100UG
C8218-.5ML4061837867873
AV00001-100UL4061836198831
WH0001019M3-100UG4061831631593
282839-1G
282839-5G4061826236444

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