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Issue 52, 2019
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2-Deoxyribose-5-phosphate aldolase, a remarkably tolerant aldolase towards nucleophile substrates

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Abstract

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.

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

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Article information


Submitted
01 May 2019
Accepted
04 Jun 2019
First published
04 Jun 2019

Chem. Commun., 2019,55, 7498-7501
Article type
Communication

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

D. Chambre, C. Guérard-Hélaine, E. Darii, A. Mariage, J. Petit, M. Salanoubat, V. de Berardinis, M. Lemaire and V. Hélaine, Chem. Commun., 2019, 55, 7498
DOI: 10.1039/C9CC03361K

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