Engineering an efficient and enantioselective enzyme for the Morita–Baylis–Hillman reaction

R Crawshaw, AE Crossley, L Johannissen, AJ Burke… - Nature …, 2022 - nature.com
The combination of computational design and directed evolution could offer a general
strategy to create enzymes with new functions. So far, this approach has delivered enzymes …

Recent Advances in Catalytic Systems for the Mechanistically Complex Morita–Baylis–Hillman Reaction

H Santos, LA Zeoly, MT Rodrigues Jr… - ACS …, 2023 - ACS Publications
Since its discovery in the late 1960s, the Morita–Baylis–Hillman (MBH) reaction has
remained a powerful carbon–carbon σ-bond-forming transformation, producing small …

Protein–Protein Interaction in Multicomponent Reaction Enables Chemoselective, Site-Selective, and Modular Labeling of Native Proteins

R Molla, PN Joshi, NC Reddy, D Biswas, V Rai - Organic Letters, 2023 - ACS Publications
A protein's pool of functionalities presents a formidable challenge for its single-site
modification. Here, we report a method to harness protein–protein interaction (PPI) to drive …

The Application of Biocatalysis in the Preparation and Resolution of Morita‐Baylis‐Hillman Adducts and Their Derivatives

WP Juma, D Nyoni, D Brady, ML Bode - ChemBioChem, 2022 - Wiley Online Library
Abstract The Morita‐Baylis‐Hillman (MBH) reaction affords highly functionalised allylic
alcohols containing a new stereogenic centre. These MBH adducts are very versatile and …

One-pot organocatalyzed synthesis of tricyclic indolizines

LA Zeoly, LV Acconcia, MT Rodrigues… - Organic & …, 2023 - pubs.rsc.org
Indolizines and their saturated derivatives are important structural motifs present in several
biologically active compounds of both natural and synthetic origin. We describe herein a one …

Unlocking the function promiscuity of old yellow enzyme to catalyze asymmetric Morita-Baylis-Hillman reaction

L Wang, Y Wu, J Hu, D Yin, W Wei, J Wen… - Nature …, 2024 - nature.com
Exploring the promiscuity of native enzymes presents a promising strategy for expanding
their synthetic applications, particularly for catalyzing challenging reactions in non-native …

Chemoselective and site-selective peptide and native protein modification enabled by aldehyde auto-oxidation

L Purushottam, SR Adusumalli, M Chilamari… - Chemical …, 2017 - pubs.rsc.org
We report a chemoselective and site-selective formylation of ε-amine in native proteins. The
aldehyde auto-oxidation re-routing, regulated generation of formate, and reversible N …

Morita–Baylis–Hillman reaction in eutectic solvent under aqueous medium

S Zhao, H Zhi, M Zhang, Q Yan, J Fan, J Guo - RSC advances, 2016 - pubs.rsc.org
A series of deep eutectic solvents (DESs) based on choline chloride were prepared and
used in the Morita–Baylis–Hillman (M–B–H) reaction. Research showed that the composite …

Morita–Baylis–Hillman reaction: how do optimal enzyme active sites compare with organocatalysts

T Ütnier, N Çelebi-Ölçüm - Catalysis Science & Technology, 2023 - pubs.rsc.org
The Morita–Baylis–Hillman reaction attracts significant attention for the synthesis of highly
functionalized compounds. It requires multiple catalytic elements for efficient catalysis …

Engineering the simply asymmetric Morita–Baylis–Hillman reactions in a sodium phosphate buffer system: from enzyme‐to proline‐catalyzed transformation

X Du, X Cui, X Gao, L Zheng - Journal of Chemical Technology …, 2022 - Wiley Online Library
Abstract BACKGROUND The Morita–Baylis–Hillman (MBH) reaction is an important carbon–
carbon bond‐forming reaction. However, most MBH reactions suffer disadvantages such as …