scholarly journals Probing batch and continuous flow reactions in organic solvents: Granulicella tundricola hydroxynitrile lyase (GtHNL)

2020 ◽  
Vol 10 (11) ◽  
pp. 3613-3621 ◽  
Author(s):  
José Coloma ◽  
Yann Guiavarc'h ◽  
Peter-Leon Hagedoorn ◽  
Ulf Hanefeld
Keyword(s):  
Organic Solvents ◽  
Continuous Flow ◽  
Enantioselective Synthesis ◽  
Hydroxynitrile Lyase

Granulicella tundricola hydroxynitrile lyase (GtHNL) is a manganese dependent cupin which catalyses the enantioselective synthesis of (R)-cyanohydrins.

Enantioselective Synthesis of Aliphatic (S)-Cyanohydrins in Organic Solvents Using Hydroxynitrile Lyase from Manihot esculenta

1996 ◽  
Vol 799 (1 Enzyme Engine) ◽  
pp. 771-776 ◽  
Author(s):  
HARALD WAJANT ◽  
SIEGFRIED FÖRSTER ◽  
ACHIM SPRAUER ◽  
FRANZ EFFENBERGER ◽  
KLAUS PFIZENMAIER
Keyword(s):  
Organic Solvents ◽  
Manihot Esculenta ◽  
Enantioselective Synthesis ◽  
Hydroxynitrile Lyase

scholarly journals Continuous Flow Bioamination of Ketones in Organic Solvents at Controlled Water Activity using Immobilized ω‐Transaminases

2020 ◽  
Vol 362 (9) ◽  
pp. 1858-1867 ◽  
Author(s):  
Wesley Böhmer ◽  
Alexey Volkov ◽  
Karim Engelmark Cassimjee ◽  
Francesco G. Mutti
Keyword(s):  
Organic Solvents ◽  
Water Activity ◽  
Continuous Flow

Continuous Flow Synthesis of Chiral Amines in Organic Solvents: Immobilization of E. coli Cells Containing Both ω-Transaminase and PLP

2014 ◽  
Vol 16 (23) ◽  
pp. 6092-6095 ◽  
Author(s):  
Leandro H. Andrade ◽  
Wolfgang Kroutil ◽  
Timothy F. Jamison
Keyword(s):  
Organic Solvents ◽  
Continuous Flow ◽  
Chiral Amines ◽  
Flow Synthesis ◽  
E Coli

scholarly journals Activity and Enantioselectivity of the Hydroxynitrile Lyase MeHNL in Dry Organic Solvents

2010 ◽  
Vol 16 (25) ◽  
pp. 7596-7604 ◽  
Author(s):  
Monica Paravidino ◽  
Menno J. Sorgedrager ◽  
Romano V. A. Orru ◽  
Ulf Hanefeld
Keyword(s):  
Organic Solvents ◽  
Hydroxynitrile Lyase

Stability and Stabilization of Hydroxynitrile Lyase in Organic Solvents

2001 ◽  
Vol 19 (2) ◽  
pp. 119-130 ◽  
Author(s):  
David Costes ◽  
Gints Rotčnkovs ◽  
Ernst Wehtje ◽  
Patrick Adlercreutz
Keyword(s):  
Organic Solvents ◽  
Hydroxynitrile Lyase ◽  
Stability And Stabilization

scholarly journals Immobilization of Arabidopsis thaliana Hydroxynitrile Lyase (AtHNL) on EziG Opal

Catalysts ◽  
2020 ◽  
Vol 10 (8) ◽  
pp. 899
Author(s):  
José Coloma ◽  
Tim Lugtenburg ◽  
Muhammad Afendi ◽  
Mattia Lazzarotto ◽  
Paula Bracco ◽  
...  
Keyword(s):  
Arabidopsis Thaliana ◽  
Reaction Time ◽  
Continuous Flow ◽  
Flow System ◽  
Enzyme Stability ◽  
Reaction Medium ◽  
Specific Rate ◽  
Hydroxynitrile Lyase ◽  
Continuous Flow System ◽  
Space Time Yield

Arabidopsis thaliana hydroxynitrile lyase (AtHNL) catalyzes the selective synthesis of (R)-cyanohydrins. This enzyme is unstable under acidic conditions, therefore its immobilization is necessary for the synthesis of enantiopure cyanohydrins. EziG Opal is a controlled porosity glass material for the immobilization of His-tagged enzymes. The immobilization of His6-tagged AtHNL on EziG Opal was optimized for higher enzyme stability and tested for the synthesis of (R)-mandelonitrile in batch and continuous flow systems. AtHNL-EziG Opal achieved 95% of conversion after 30 min of reaction time in batch and it was recycled up to eight times with a final conversion of 80% and excellent enantioselectivity. The EziG Opal carrier catalyzed the racemic background reaction; however, the high enantioselectivity observed in the recycling study demonstrated that this was efficiently suppressed by using citrate/phosphate buffer saturated methyl-tert-butylether (MTBE) pH 5 as reaction medium. The continuous flow system achieved 96% of conversion and excellent enantioselectivity at 0.1 mL min−1. Lower conversion and enantioselectivity were observed at higher flow rates. The specific rate of AtHNL-EziG Opal in flow was 0.26 mol h−1 genzyme−1 at 0.1 mL min−1 and 96% of conversion whereas in batch, the immobilized enzyme displayed a specific rate of 0.51 mol h−1 genzyme−1 after 30 min of reaction time at a similar level of conversion. However, in terms of productivity the continuous flow system proved to be almost four times more productive than the batch approach, displaying a space-time-yield (STY) of 690 molproduct h−1 L−1 genzyme−1 compared to 187 molproduct h−1 L−1 genzyme−1 achieved with the batch system.

scholarly journals A combined continuous microflow photochemistry and asymmetric organocatalysis approach for the enantioselective synthesis of tetrahydroquinolines

2013 ◽  
Vol 9 ◽  
pp. 2457-2462 ◽  
Author(s):  
Erli Sugiono ◽  
Magnus Rueping
Keyword(s):  
Phosphoric Acid ◽  
Continuous Flow ◽  
Acid Catalysis ◽  
Catalytic Amount ◽  
Cascade Reaction ◽  
Enantioselective Synthesis ◽  
Transfer Hydrogenation ◽  
Subsequent Reduction ◽  
Brönsted Acid ◽  
Asymmetric Organocatalysis

A continuous-flow asymmetric organocatalytic photocyclization–transfer hydrogenation cascade reaction has been developed. The new protocol allows the synthesis of tetrahydroquinolines from readily available 2-aminochalcones using a combination of photochemistry and asymmetric Brønsted acid catalysis. The photocylization and subsequent reduction was performed with catalytic amount of chiral BINOL derived phosphoric acid diester and Hantzsch dihydropyridine as hydrogen source providing the desired products in good yields and with excellent enantioselectivities.

Sign in / Sign up

Export Citation Format

Share Document