Biocatalytic approaches for enantio and diastereoselective synthesis of chiral β-nitroalcohols

DHS Rao, A Chatterjee, SK Padhi - Organic & Biomolecular Chemistry, 2021 - pubs.rsc.org
Chiral β-nitroalcohols find significant application in organic synthesis due to the versatile
reactivity of hydroxyl and nitro functionalities attached to one or two vicinal asymmetric …

Hydroxynitrile Lyase Discovery, Engineering, and Promiscuity towards Asymmetric Synthesis: Recent Progress

BV Priya, SK Padhi - European Journal of Organic Chemistry, 2023 - Wiley Online Library
Hydroxynitrile lyases (HNLs) primarily catalyze the stereoselective synthesis of
cyanohydrins, but some of them also carry out asymmetric nitroaldol synthesis (Henry …

Hydroxynitrile lyase engineering for promiscuous asymmetric Henry reaction with enhanced conversion, enantioselectivity and catalytic efficiency

BV Priya, DHS Rao, A Chatterjee… - Chemical …, 2023 - pubs.rsc.org
Arabidopsis thaliana hydroxynitrile lyase (AtHNL) engineering has uncovered variants that
showed up to 12-fold improved catalytic efficiency than the wild-type towards asymmetric …

Uncovering Hydroxynitrile Lyase Variants with Promiscuous Diastereoselective Nitroaldolase Activity toward the Highly Stereocontrolled Synthesis of Anti β …

A Chatterjee, G Priyanka, NP Prabhu, SK Padhi - ACS Catalysis, 2024 - ACS Publications
Diastereoselective Henry reaction (DHR) is an effective direct C–C bond ligation
transformation that enables the synthesis of β-nitroalcohols having two contiguous chiral …

Structure-guided tuning of a hydroxynitrile lyase to accept rigid pharmaco aldehydes

YC Zheng, FL Li, Z Lin, GQ Lin, R Hong, HL Yu… - ACS …, 2020 - ACS Publications
The chiral vicinal C–O/C–N bifunctional groups generated from enzymatic hydrocyanation
represents a useful methodology. However, construction of the pharmacophore of β2 …

Kinetics of Henry reaction catalyzed by fluorapatite

R Vishwakarma, LK Mannepalli, V Rathod - … Engineering Research and …, 2022 - Elsevier
Kinetics of Henry reaction was performed to investigate the performance of
fluorapatite.(FAP) catalyst. It was found that the catalyst showed the highest conversion and …

Enzyme engineering improves catalytic efficiency and enantioselectivity of hydroxynitrile lyase for promiscuous retro-nitroaldolase activity

BV Priya, DHS Rao, R Gilani, S Lata, N Rai, M Akif… - Bioorganic …, 2022 - Elsevier
Protein engineering to improve promiscuous catalytic activity is important for biocatalytic
application of enzymes in green synthesis. We uncovered the significance of binding site …

One‐Pot Enzyme Cascade Catalyzed Asymmetrization of Primary Alcohols: Synthesis of Enantiocomplementary Chiral β‐Nitroalcohols

A Chatterjee, DHS Rao… - Advanced Synthesis & …, 2021 - Wiley Online Library
Biocatalytic asymmetrization of inexpensive and stable primary alcohols to prepare
enantioenriched β‐nitroalcohols is an important development in green chemistry for the …

Immobilized Arabidopsis thaliana Hydroxynitrile Lyase-Catalyzed Retro-Henry Reaction in the Synthesis of (S)-β-Nitroalcohols

DHS Rao, K Shivani, SK Padhi - Applied Biochemistry and Biotechnology, 2021 - Springer
Enantiopure β-nitroalcohols are versatile intermediates used in the synthesis of important
pharmaceuticals and chiral synthons. In this article, immobilized Arabidopsis thaliana HNL …

Batch and Flow Nitroaldol Synthesis Catalysed by Granulicella tundricola Hydroxynitrile Lyase Immobilised on Celite R-633

J Coloma, L Teeuwisse, M Afendi, PL Hagedoorn… - Catalysts, 2022 - mdpi.com
Granulicella tundricola hydroxynitrile lyase (Gt HNL) catalyses the synthesis of chiral (R)-
cyanohydrins and (R)-β-nitro alcohols. The triple variant Gt HNL-A40H/V42T/Q110H (Gt …