Antibody 34E4 was generated against the cationic 2-aminobenzimidazolium hapten 4 and catalyzes this transformation with high rates and multiple turnovers 34E4 efficiently promotes the conversion of benzisoxazoles to salicylonitriles.
Figure 1 Brønsted plot for the aqueous reactions of benzisoxazoles with acetate (□) or 34E4 (■).
Benzisoxazoles containing a nitro substituent at the 6- or 7-position deviate negatively from the correlation in 34E4 shown in Figure and appear to lie along a line that is roughly parallel to that through the data for the other substrates.
Hu, Y., Houk, K. N., Kikuchi, K., Hotta, K., & Hilvert, D. (2004). Nonspecific medium effects versus specific group positioning in the antibody and albumin catalysis of the base-promoted ring-opening reactions of benzisoxazoles. Journal of the American Chemical Society, 126(26), 8197-8205.
Figure 2 Free energy (∆G) diagrams for reactions of acetate with 4-nitrobenzisoxazole in gas phase, acetonitrile, water, and antibody 34E4.
Numbers in bold face are experimental values and those in italics are the averaged calculated values based on PCM and CPCM models.
Hu, Y., Houk, K. N., Kikuchi, K., Hotta, K., & Hilvert, D. (2004). Nonspecific medium effects versus specific group positioning in the antibody and albumin catalysis of the base-promoted ring-opening reactions of benzisoxazoles. Journal of the American Chemical Society, 126(26), 8197-8205.
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CAT | Product Name | Application | Type |
---|---|---|---|
HPAB-S0010-YC-F(E) | Mouse Anti-Cationic 2-aminobenzimidazolium hapten 4 Recombinant Antibody (clone 34E4); Fab Fragment | Catalyze | Mouse Fab |
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