Streptavidin-Hosted Organocatalytic Aldol Addition

Overview

Journal Molecules

Publisher MDPI

Specialty Biology

Date 2020 May 30

PMID 32466220

Citations 8

Authors

Nicolo Santi

Louis C Morrill

Louis Y P Luk

Affiliations

Soon will be listed here.

Abstract

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 -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.

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