Developing a novel heme biosensor to produce high-active hemoproteins in Pichia pastoris through comparative transcriptomics

Metabolic Engineering, Год журнала: 2024, Номер 84, С. 59 - 68

Опубликована: Июнь 4, 2024

Язык: Английский

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Biocatalytic Enantioselective Reduction of Cyclopropenyl Esters and Ketones Using Ene-Reductases

ACS Catalysis, Год журнала: 2024, Номер 14(8), С. 6188 - 6193

Опубликована: Апрель 8, 2024

Enantioselective reduction of cyclopropenyl esters and ketones to optically active cyclopropanes has been achieved by using whole-cell-overexpressing ene-reductases (EREDs). By these enzymes, trans-cyclopropanes were isolated in good yield high enantiomeric excess. A wide range cyclopropane obtained, a variety substituent patterns on the cyclopropenes tolerated.

Язык: Английский

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Stereodivergent Synthesis of Pyridyl Cyclopropanes via Enzymatic Activation of Pyridotriazoles

Journal of the American Chemical Society, Год журнала: 2024, Номер 146(29), С. 19673 - 19679

Опубликована: Июль 15, 2024

Hemoproteins have recently emerged as powerful biocatalysts for new-to-nature carbene transfer reactions. Despite this progress, these strategies remained largely limited to diazo-based precursor reagents. Here, we report the development of a biocatalytic strategy stereoselective construction pyridine-functionalized cyclopropanes via hemoprotein-mediated activation pyridotriazoles (PyTz) stable and readily accessible sources. This method enables asymmetric cyclopropanation variety olefins, including electron-rich electrodeficient ones, with high activity, stereoselectivity, enantiodivergent selectivity, providing access mono- diarylcyclopropanes that incorporate pyridine moiety thus two structural motifs value in medicinal chemistry. Mechanistic studies reveal multifaceted role 7-halogen substitution pyridotriazole reagent toward favoring multiple catalytic steps transformation. work provides first example olefin pyridotriazoles, paving way exploitation attractive versatile reagents enzyme-catalyzed carbene-mediated

Язык: Английский

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Directed evolution of Escherichia coli surface-displayed Vitreoscilla hemoglobin as an artificial metalloenzyme for the synthesis of 5-imino-1,2,4-thiadiazoles

Chemical Science, Год журнала: 2024, Номер 15(20), С. 7742 - 7748

Опубликована: Янв. 1, 2024

Escherichia coli surface-displayed Vitreoscilla hemoglobin as an artificial metalloenzyme for the synthesis of 5-imino-1,2,4-thiadiazoles.

Язык: Английский

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Green synthesis of tetra-substituted 2H-pyrans catalyzed by lipase in aqueous medium

Biocatalysis and Biotransformation, Год журнала: 2025, Номер unknown, С. 1 - 8

Опубликована: Янв. 15, 2025

An efficient and environmental method was employed to synthesize multi-substituted 2H-pyran from methyl coumalate β-keto esters or diketones. Porcine pancreas lipase (PPL) can catalyze this transformation in high yields (74–96%) aqueous medium (H2O: DMSO = 2:1) under mild conditions (60 °C). The reported strategy exhibits functional group compatibility broad substrate scope. In addition, it provides access a variety of tetra-substituted 2H-pyrans which are considered privileged scaffolds with diverse biological activities.

Язык: Английский

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Construction of Chiral Tricyclic Structures Using Whole‐Cell Biocatalysts: A Strategy via the Cyclopropanation of Unsaturated π‐Systems

Chinese Journal of Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Май 28, 2025

Comprehensive Summary Chiral tricyclic compounds represent a significant class of biologically active substances with wide‐ranging applications in materials science, medicinal chemistry, as well the food and fragrance industries. Here, we combine CAST (combinatorial site saturation test) bacterial surface display technology to develop laboratory‐evolved whole‐cell catalyst, designated SD‐VHb Tric (surface vitreoscilla hemoglobin). This novel carbene‐transferase is based on engineered VHb employs strategy for cyclopropanation unsaturated π‐systems synthesize various chiral structures. exhibits unparalleled stereocontrol (up 99.9% de 99% ee ) good reactivity, enabling synthesis structures diverse aromatic or heterocyclic ring scaffolds from simple starting materials. Additionally, computational studies were conducted elucidate crucial role intermolecular hydrophobic interactions regulating reaction, while also demonstrating impact adaptive changes pocket size orientation ligand.

Язык: Английский

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Engineering of Dual-Function Vitreoscilla Hemoglobin: A One-Pot Strategy for the Synthesis of Unnatural α-Amino Acids

Organic Letters, Год журнала: 2023, Номер 25(39), С. 7115 - 7119

Опубликована: Сен. 22, 2023

Despite a well-developed and growing body of work on the directed evolution hemoproteins, potential hemoproteins to catalyze non-natural reactions remains underexplored. This paper reports new biocatalytic strategy for one-pot synthesis unnatural α-amino acids. Engineered variants dual-function Vitreoscilla hemoglobin were found efficiently N-H insertion C-H sp3 alkylation, providing moderate excellent yields (57%-95%) acid derivatives turnover numbers (1425-2375).

Язык: Английский

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Visible-light-induced [3+3] cycloaddition reaction of phenol and hydrazone to access 1,3,4-oxadiazines scaffolds

Molecular Catalysis, Год журнала: 2024, Номер 561, С. 114156 - 114156

Опубликована: Апрель 23, 2024

Язык: Английский

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Switching engineered Vitreoscilla hemoglobin into carbene transferase for enantioselective S H insertion

International Journal of Biological Macromolecules, Год журнала: 2024, Номер 278, С. 134756 - 134756

Опубликована: Авг. 13, 2024

Язык: Английский

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Machine-Learning-Aided Engineering Hemoglobin as Carbene Transferase for Catalyzing Enantioselective Olefin Cyclopropanation

JACS Au, Год журнала: 2024, Номер 4(12), С. 4957 - 4967

Опубликована: Ноя. 21, 2024

In this study, we developed a machine-learning-aided protein design strategy for engineering

Язык: Английский

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