Biology:Vinyl sulfone
In organic chemistry, a vinyl sulfone is a functional group consisting of a vinyl group bonded to a sulfone group. Specific compounds containing this functional group are divinyl sulfone,[1] phenyl vinyl sulfone,[2] methyl vinyl sulfone,[3] and ethyl vinyl sulfone.[4]
The sulfone makes the vinyl group electrophilic, allowing it to be used as a pharmacophore for binding to the thiol of cysteine residues.[5] This same reactive nature is responsible for their major industrial use in vinyl sulfone dyes.[6]
Uses
Vinyl sulfone has uses as a molluscicide pesticide.[7]
Phenyl vinyl sulfone has been applied to ruthenium chemistry as part of olefin metathesis reactions.[8]
Vinyl sulfone has applications to protein purification, especially when linked with mercaptoethanol.[9]
References
- ↑ Leonard, Edward C. (1970). Vinyl and Diene Monomers, Part 3. Wiley-Interscience. p. 1466.
- ↑ Gustavson, Clarence (1952). Reactions of Phenyl Vinyl Sulfone with Organometallic Reagents. Syracuse University.
- ↑ Keith, Lawrence H.; Walters, Douglas B. (1991). The National Toxicology Program's Chemical Data Compendium (Volume 8 ed.). CRC Press. ISBN 9780873717229. https://books.google.com/books?id=3rmiNPNOe0AC&pg=PA585.
- ↑ Leonard, Edward C. (1970). Vinyl and Diene Monomers, Part 3. Wiley-Interscience. p. 1475.
- ↑ Patterson, Cam; Cyr, Douglas M., eds (2005). Ubiquitin-Proteasome Protocols. Springer Science & Business Media. p. PA7. ISBN 9781592598953. https://books.google.com/books?id=qv3ok4y7-j0C&pg=PA7.
- ↑ Research In Technology Of Synthetic Dyes, Pigments And Intermediates. Engineers India. 2005. ISBN 9788186732519. https://books.google.com/books?id=c98gNFmnnYAC&pg=PA274.
- ↑ Pesticides Abstracts. U.S. Environmental Protection Agency, Office of Pesticide Programs, Program Support Division. 1975.
- ↑ Bruneau, Christian; Dixneuf, Pierre H. (2004). Ruthenium Catalysts and Fine Chemistry. Springer Science & Business Media. ISBN 9783540205432. https://books.google.com/books?id=6UP05zXC5ioC&pg=PA101.
- ↑ Scopes, Robert K. (1993). Protein Purification: Principles and Practice. Springer Science & Business Media. p. 184. ISBN 9780387940724. https://books.google.com/books?id=byi_lK0gk6cC&pg=PA184.
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