Photobiotin is a derivative of biotin used as a biochemical tool. It is composed of a biotin group, a linker group, and a photoactivatable aryl azide group.
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Names | |
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IUPAC name
N-{3-[{3-[(4-Azido-2-nitrophenyl)amino]propyl}(methyl)amino]propyl}-5-[(3aS,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]pentanamide
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Other names
Photoprobe biotin, Photoactivatable biotin
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Identifiers | |
3D model (JSmol)
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PubChem CID
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UNII | |
CompTox Dashboard (EPA)
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Properties | |
C23H35N9O4S | |
Molar mass | 533.65 g·mol−1 |
Appearance | Orange to red powder |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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The photoactivatable group provides nonspecific labeling of proteins, DNA and RNA probes or other molecules. Biotinylation of DNA and RNA with photoactivatable biotin is easier and less expensive than enzymatic methods since the DNA and RNA does not degrade. Photobiotin is most effectively activated by light at 260-475 nm.
References
editThis article includes a list of references, related reading, or external links, but its sources remain unclear because it lacks inline citations. (July 2011) |
- Billingsley, M. and J. Polli. “Preparation, characterization and biological properties of biotinylated derivatives of calmodulin.” Biochem J. 275 Pt 3(1991): 733–743
- "EZ-Link Photoactivatable Biotin." Pierce Biotechnology, Inc. Rockford, IL: June, 2003.
- "Components of Avidin-Biotin Technology: A Handbook." Pierce Biotechnology, Inc. Rockford, IL: June, 2003.
- "Photobiotin acetate." Sigma-Aldrich, Co. 2006.
- "Photoprobe biotin", Vector Laboratories, Inc., www.vectorlabs.com.
- Hengsakul, Manchumas; Cass, Anthony E. G. (1996). "Protein Patterning with a Photoactivatable Derivative of Biotin". Bioconjugate Chemistry. 7 (2): 249–254. doi:10.1021/bc960007z. PMID 8983347.
- Holden, Matthew A.; Cremer, Paul S. (2003). "Light Activated Patterning of Dye-Labeled Molecules on Surfaces". Journal of the American Chemical Society. 125 (27): 8074–8075. doi:10.1021/ja035390e. PMID 12837056.
- Dontha, Narasaiah; Nowall, Wilbur B.; Kuhr, Werner G. (1997). "Generation of Biotin/Avidin/Enzyme Nanostructures with Maskless Photolithography". Analytical Chemistry. 69 (14): 2619–2625. doi:10.1021/ac9702094. PMID 9230677.