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Expanding the reaction space of aldolases using hydroxypyruvate as a nucleophilic substrate

Joint Event: 5th International Conference on Green Chemistry and Technology & 6th International Conference on Environmental Chemistry and Engineering
July 24-26, 2017 Rome, Italy

Virgil Helaine, V de Berardinis, C Guerard-Helaine, E Darii, K Bastard, A Mariage, J L Petit, N Poupard, I Sanchez-Moreno, M Stam, T Gefflaut, M Salanoubat and M Lemaire

Universit�?© Clermont Auvergne, France
National Center for Scientific Research (CNRS), France
Sigma Clermont, France
Institut de Chimie de Clermont-Ferrand, France

Scientific Tracks Abstracts: Trends in Green chem

Abstract:

Aldolases are key biocatalysts for stereoselective Câ�?�?C bond formation allowing access to polyoxygenated chiral units through direct, eï¬�?cient, and sustainable synthetic processes. The aldol reaction involving unprotected hydroxypyruvate and an aldehyde oï¬�?ers access to valuable polyhydroxy-�?±-ketoacids. However, this undescribed aldolisation is highly challenging, especially regarding stereoselectivity. This reaction was explored using biocatalysts, a collection of aldolases selected from biodiversity. Several enzymes were found to produce the desired hexulosonic acids from hydroxypyruvate and D-glyceraldehyde with complementary stereoselectivities. One of them was selected for the proof of concept as a biocatalytic tool to prepare five (3S, 4S) aldol adducts through an eco-friendly process.

Biography :

Virgil Helaine has completed his PhD from Clermont-Ferrand University, France. He has left for Darmstadt (Germany) where he has joined Prof. W D Fessner’s group. Since 2000, he is an Assistant Professor in the Institute for Chemistry of Clermont-Ferrand (France) and his field of interest is focused on biocatalysis especially the development of tools for eco-compatible synthesis: discovery and study of new enzymes, and their orchestration in multienzymatic cascade processes towards compounds of biological interests.

Email: virgil.helaine@uca.fr