2-Deoxyribose-5-phosphate aldolase, a remarkably tolerant aldolase towards nucleophile substrates

Domitille Chambre (1) , Christine Guérard-Hélaine (1) , Ekaterina Darii (2) , Aline Mariage (2) , Jean-Louis Petit (2) , Marcel Salanoubat (2) , Véronique de Berardinis (2) , Marielle Lemaire (1) , Virgil Hélaine (1)

1 ICCF - Institut de Chimie de Clermont-Ferrand
2 UMR 8030 - Génomique métabolique

We explored a collection of 2-deoxyribose-5-phosphate aldolases (DERAs) from biodiversity for their nucleophile substrate promiscuity. The DERAs were screened using as nucleophiles propanone, propanal, cyclobutanone, cyclopentanone, dihydroxyacetone, and glycolaldehyde with L-glyceraldehyde-3-phosphate as an electrophile in aldol addition. A DERA from Arthrobacter chlorophenolicus (DERAArthro) efficiently allowed the synthesis of the corresponding aldol adducts in good yields, displaying complementarity in terms of configuration and substrate specificity with fructose-6-phosphate aldolase, the only previously known aldolase with a large nucleophile tolerance.

Domaines: Chimie

Domitille Chambre, Christine Guérard-Hélaine, Ekaterina Darii, Aline Mariage, Jean-Louis Petit, et al.. 2-Deoxyribose-5-phosphate aldolase, a remarkably tolerant aldolase towards nucleophile substrates. Chemical Communications, 2019, 55 (52), pp.7498-7501. ⟨10.1039/C9CC03361K⟩. ⟨hal-02195148⟩