Pyruvate aldolases catalyze cross-aldol reactions between ketones: Highly selective access to multi-functionalized tertiary alcohols

V Laurent, L Gourbeyre, A Uzel, V Hélaine… - ACS …, 2020 - ACS Publications
Tertiary alcohols are widely represented in nature and among bioactive molecules. Their
importance is attested by the continuous efforts to meet the challenge of their stereoselective …

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

V de Berardinis, C Guérard-Hélaine, E Darii… - Green …, 2017 - pubs.rsc.org
Aldolases are key biocatalysts for stereoselective C–C bond formation allowing access to
polyoxygenated chiral units through direct, efficient, and sustainable synthetic processes …

Exploration of Aldol Reactions Catalyzed by Stereoselective Pyruvate Aldolases with 2‐Oxobutyric Acid as Nucleophile

V Laurent, A Uzel, V Hélaine, L Nauton… - Advanced Synthesis …, 2019 - Wiley Online Library
Pyruvate aldolases from Pfam family PF03328, recently described to be able to use
hydroxypyruvic acid as nucleophile substrate, were shown to also catalyse aldol adducts …

One Step Forward in Exploration of Class II Pyruvate Aldolases Nucleophile and Electrophile Substrate Specificity

C Gastaldi, R Ngahan Tagne, V Laurent… - …, 2021 - Wiley Online Library
Originally named according to their strict nucleophile specificity towards pyruvate, some
pyruvate aldolases were demonstrated to be able to convert other nucleophiles. This study …

Combining aldolases and transaminases for the synthesis of 2-amino-4-hydroxybutanoic acid

K Hernandez, J Bujons, J Joglar, SJ Charnock… - ACS …, 2017 - ACS Publications
Amino acids are of paramount importance as chiral building blocks of life, for drug
development in modern medicinal chemistry, and for the manufacture of industrial products …

2‐Keto‐3‐Deoxy‐l‐Rhamnonate Aldolase (YfaU) as Catalyst in Aldol Additions of Pyruvate to Amino Aldehyde Derivatives

K Hernández, A Gómez, J Joglar… - Advanced Synthesis …, 2017 - Wiley Online Library
Hydroxy‐2‐keto acid derivatives are versatile building blocks for the synthesis of amino
acids, hydroxy carboxylic acids and chiral aldehydes. Pyruvate aldolases are privileged …

New Stereoselective Biocatalysts for Carboligation and Retro-Aldol Cleavage Reactions Derived from d-Fructose 6-Phosphate Aldolase

H Ma, S Engel, TR Enugala, D Al-Smadi, C Gautier… - Biochemistry, 2018 - ACS Publications
d-Fructose 6-phosphate aldolase (FSA) catalyzes the asymmetric cross-aldol addition of
phenylacetaldehyde and hydroxyacetone. We conducted structure-guided saturation …

Recent advances in the substrate selectivity of aldolases

V Hélaine, C Gastaldi, M Lemaire, P Clapés… - ACS …, 2021 - ACS Publications
Aldolases are powerful C–C bond-forming enzymes in biocatalysis because of their
unparalleled stereoselectivity, the ease with which reactions that do not require cofactor …

Biocatalytic Synthesis of Homochiral 2-Hydroxy-4-butyrolactone Derivatives by Tandem Aldol Addition and Carbonyl Reduction

CJ Moreno, K Hernández, S Gittings, M Bolte… - ACS …, 2023 - ACS Publications
Chiral 2-hydroxy acids and 2-hydroxy-4-butyrolactone derivatives are structural motifs often
found in fine and commodity chemicals. Here, we report a tandem biocatalytic …

Highly Enantioselective Cross‐Aldol Reactions of Acetaldehyde Mediated by a Dual Catalytic System Operating under Site Isolation

X Fan, C Rodríguez‐Escrich, S Wang… - … A European Journal, 2014 - Wiley Online Library
Polystyrene‐supported (PS) diarylprolinol catalysts 1 a (Ar= phenyl) and 1 b (Ar= 3, 5‐bis
(trifluoromethyl) phenyl) have been developed. Operating under site‐isolation conditions …