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Streptavidin-Hosted Organocatalytic Aldol Addition
oleh: Nicolò Santi, Louis C. Morrill, Louis Y. P. Luk
| Format: | Article |
|---|---|
| Diterbitkan: | MDPI AG 2020-05-01 |
Deskripsi
In this report, the streptavidin-biotin technology was applied to enable organocatalytic aldol addition. By attaching pyrrolidine to the valeric motif of biotin and introducing it to streptavidin (Sav), a protein-based organocatalytic system was created, and the aldol addition of acetone with <i>p</i>-nitrobenzaldehyde was tested. The conversion of substrate to product can be as high as 93%. Although the observed enantioselectivity was only moderate (33:67 er), further protein engineering efforts can be included to improve the selectivity. These results have proven the concept that Sav can be used to host stereoselective aldol addition.