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Benzophenone Succinimidyl Ester
Benzophenone succinimidyl ester is an excellent building block for developing benzophenone-based photoaffinity probes. It readily reacts with a biological molecule that has amino group such as proteins, peptides, amino-modified oligos. Benzophenones were introduced as photocrosslinkers in the 1970s and have since become one of the most popular photocrosslinkers since they are more selective and has high affinity towards methionine. Benzophenone is converted into an active diradical upon activation by relatively long (350–365 nm) wavelengths. Early work demonstrated that Benzophenone was more suitable for biological applications than other simple aryl ketones (e.g., acetophenones) because the conditions required for photolysis are less damaging to the protein primary structure. Benzophenone generates a triplet ketyl biradical that can react with protein functional groups via a sequential abstraction–recombination mechanism.
References
View all 7 references: Citation Explorer
Tubulin-based antimitotic mechanism of E7974, a novel analogue of the marine sponge natural product hemiasterlin.
Authors: Kuznetsov, Galina and TenDyke, Karen and Towle, Murray J and Cheng, Hongsheng and Liu, Junke and Marsh, Joanne P and Schiller, Shawn E R and Spyvee, Mark R and Yang, Hu and Seletsky, Boris M and Shaffer, Christina J and Marceau, Veronique and Yao, Ye and Suh, Edward M and Campagna, Silvio and Fang, Francis G and Kowalczyk, James J and Littlefield, Bruce A
Journal: Molecular cancer therapeutics (2009): 2852-60
Authors: Kuznetsov, Galina and TenDyke, Karen and Towle, Murray J and Cheng, Hongsheng and Liu, Junke and Marsh, Joanne P and Schiller, Shawn E R and Spyvee, Mark R and Yang, Hu and Seletsky, Boris M and Shaffer, Christina J and Marceau, Veronique and Yao, Ye and Suh, Edward M and Campagna, Silvio and Fang, Francis G and Kowalczyk, James J and Littlefield, Bruce A
Journal: Molecular cancer therapeutics (2009): 2852-60
Transglutaminase-catalyzed site-specific conjugation of small-molecule probes to proteins in vitro and on the surface of living cells.
Authors: Lin, Chi-Wang and Ting, Alice Y
Journal: Journal of the American Chemical Society (2006): 4542-3
Authors: Lin, Chi-Wang and Ting, Alice Y
Journal: Journal of the American Chemical Society (2006): 4542-3
Synthesis of photoactivatable acyclic analogues of the lobatamides.
Authors: Shen, Ruichao and Inoue, Takao and Forgac, Michael and Porco, John A
Journal: The Journal of organic chemistry (2005): 3686-92
Authors: Shen, Ruichao and Inoue, Takao and Forgac, Michael and Porco, John A
Journal: The Journal of organic chemistry (2005): 3686-92
Site-specific labeling of cell surface proteins with biophysical probes using biotin ligase.
Authors: Chen, Irwin and Howarth, Mark and Lin, Weiying and Ting, Alice Y
Journal: Nature methods (2005): 99-104
Authors: Chen, Irwin and Howarth, Mark and Lin, Weiying and Ting, Alice Y
Journal: Nature methods (2005): 99-104
Synthesis and preliminary analysis of a P-glycoprotein-specific [3H]-benzophenone photoaffinity label based on (-)-stipiamide.
Authors: Andrus, M B and Turner, T M and Sauna, Z E and Ambudkar, S V
Journal: Bioorganic & medicinal chemistry letters (2000): 2275-8
Authors: Andrus, M B and Turner, T M and Sauna, Z E and Ambudkar, S V
Journal: Bioorganic & medicinal chemistry letters (2000): 2275-8
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