☆ 4.7 Article

Exploiting and Engineering Neuroglobin for Catalyzing Carbene N-H Insertions and the Formation of Quinoxalinones

INORGANIC CHEMISTRY (2023)

Related references

Note: Only part of the references are listed.

Article Biochemistry & Molecular Biology

The X-ray crystal structure of human A15C neuroglobin reveals both native/de novo disulfide bonds and unexpected ligand-binding sites

Shu-Qin Gao et al.

Summary: This study elucidates the structure and function of human neuroglobin. By introducing an additional Cys residue, it was found that two disulfide bonds are formed. The binding of 1,4-dioxane from the crystallization reagents to both the protein and heme provides insights into protein-ligand interactions and guides the design of functional heme enzymes.

PROTEINS-STRUCTURE FUNCTION AND BIOINFORMATICS (2022)

Add to Collection

Review Chemistry, Multidisciplinary

Designing Artificial Metalloenzymes by Tuning of the Environment beyond the Primary Coordination Sphere

Casey Van Stappen et al.

Summary: Metalloenzymes utilize natural amino acids and metallocofactors to catalyze various reactions. The environment beyond the primary coordination sphere plays a crucial role in tuning their catalytic properties. Designing artificial metalloenzymes is a valuable approach to understand and develop practical biological catalysts.

CHEMICAL REVIEWS (2022)

Add to Collection

Article Chemistry, Physical

Repurposing a Nitric Oxide Transport Hemoprotein Nitrophorin 2 for Olefin Cyclopropanation

Shunzhi Huang et al.

Summary: An engineered variant of nitrophorin 2 (NP2), a nitric oxide transport hemoprotein, has been designed to catalyze olefin cyclopropanation with high activity and stereoselectivity, making it a robust lipocalin scaffold for carbene-transferase development. The study also reveals the unique substrate preference of the beta-barrel NP2 variant, distinguishing it from mainstream alpha-helical carbene-transfer heme enzymes. This work expands the current biocatalytic toolbox and contributes to the understanding of carbene transfer reactions.

ACS CATALYSIS (2022)

Add to Collection

Review Chemistry, Multidisciplinary

Navigating the Unnatural Reaction Space: Directed Evolution of Heme Proteins for Selective Carbene and Nitrene Transfer

Yang Yang et al.

Summary: Researchers are making efforts to expand the catalytic repertoire of enzymes to include powerful reactions previously only known in small-molecule catalysis. By leveraging the catalytic promiscuity of P450 enzymes, a range of carbene and nitrene transferases with excellent activity towards new-to-nature reactions have been evolved.

ACCOUNTS OF CHEMICAL RESEARCH (2021)

Add to Collection

Article Chemistry, Multidisciplinary

A Diverse Library of Chiral Cyclopropane Scaffolds via Chemoenzymatic Assembly and Diversification of Cyclopropyl Ketones

Donggeon Nam et al.

Summary: This study presents a chemoenzymatic strategy for the stereoselective assembly and diversification of cyclopropyl ketones, a versatile class of functionalized cyclopropanes. By utilizing an engineered variant of sperm whale myoglobin, highly diastereo- and enantioselective construction of these molecules is achieved via olefin cyclopropanation in the presence of a diazoketone carbene donor reagent. The resulting enzymatic products can be further transformed to yield a collection of structurally diverse cyclopropane-containing scaffolds in optically pure form, demonstrating the potential of chemoenzymatic synthesis for medicinal chemistry and drug discovery.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2021)

Add to Collection

Article Chemistry, Inorganic & Nuclear

Conversion of Human Neuroglobin into a Multifunctional Peroxidase by Rational Design

Shun-Fa Chen et al.

Summary: The study successfully transformed A15C neuroglobin into a multifunctional peroxidase with superior catalytic efficiency and activity. The rational design of an efficient peroxidase based on Ngb opens up new possibilities for applications in environmental bioremediation and sustainability.

INORGANIC CHEMISTRY (2021)

Add to Collection

Article Chemistry, Multidisciplinary

Noncanonical Heme Ligands Steer Carbene Transfer Reactivity in an Artificial Metalloenzyme**

Moritz Pott et al.

Summary: Changing the primary metal coordination sphere is an effective strategy for tuning metalloprotein properties, as demonstrated in this study. The variants with different histidine analogues showed distinct activities, impacting cyclopropanation, N-H insertion, and S-H insertion. The genetically encoded analogues provide valuable tools for exploring mechanisms and enabling new chemistries in enzymes with functional histidine residues.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2021)

Add to Collection

Review Biochemical Research Methods

New-to-nature chemistry from old protein machinery: carbene and nitrene transferases

Zhen Liu et al.

Summary: Hemoprotein-catalyzed carbene and nitrene transformations are powerful tools for constructing complex molecules, showcasing the emergence and evolution of new protein catalysts. These laboratory-invented enzymes harness the ability of proteins to tame highly reactive carbene and nitrene species with high selectivity. Recent studies have shown that biocatalysts outperform small-molecule catalysts in terms of selectivity and turnover rates.

CURRENT OPINION IN BIOTECHNOLOGY (2021)

Add to Collection

Article Multidisciplinary Sciences

A de novo peroxidase is also a promiscuous yet stereoselective carbene transferase

Richard Stenner et al.

PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA (2020)

Add to Collection

Review Biochemistry & Molecular Biology

Expanding the applicability of cytochrome P450s and other haemoproteins

Shinya Ariyasu et al.

CURRENT OPINION IN CHEMICAL BIOLOGY (2020)

Add to Collection

Review Chemistry, Multidisciplinary

Carbon-fluorine bond cleavage mediated by metalloenzymes

Yifan Wang et al.

CHEMICAL SOCIETY REVIEWS (2020)

Add to Collection

Review Biochemistry & Molecular Biology

Engineering Metalloprotein Functions in Designed and Native Scaffolds

Flavia Nastri et al.

TRENDS IN BIOCHEMICAL SCIENCES (2019)

Add to Collection

Review Chemistry, Multidisciplinary

Understanding and Modulating Metalloenzymes with Unnatural Amino Acids, Non-Native Metal Ions, and Non-Native Metallocofactors

Evan N. Mirts et al.

ACCOUNTS OF CHEMICAL RESEARCH (2019)

Add to Collection

Article Chemistry, Multidisciplinary

Myoglobin-Catalyzed C-H Functionalization of Unprotected Indoles

David A. Vargas et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2018)

Add to Collection

Article Multidisciplinary Sciences

Catalytic iron-carbene intermediate revealed in a cytochrome C carbene transferase

Russell D. Lewis et al.

PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA (2018)

Add to Collection

Article Chemistry, Multidisciplinary

Directed Evolution: Bringing New Chemistry to Life

Frances H. Arnold

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2018)

Add to Collection

Review Chemistry, Multidisciplinary

Artificial Metalloenzymes: Reaction Scope and Optimization Strategies

Fabian Schwizer et al.

CHEMICAL REVIEWS (2018)

Add to Collection

Article Multidisciplinary Sciences

Genetically programmed chiral organoborane synthesis

S. B. Jennifer Kan et al.

NATURE (2017)

Add to Collection

Review Chemistry, Inorganic & Nuclear

Rational design of metalloenzymes: From single to multiple active sites

Ying-Wu Lin

COORDINATION CHEMISTRY REVIEWS (2017)

Add to Collection

Article Multidisciplinary Sciences

Directed evolution of cytochrome c for carbon-silicon bond formation: Bringing silicon to life

S. B. Jennifer Kan et al.

SCIENCE (2016)

Add to Collection

Article Biochemistry & Molecular Biology

Exploring the Mechanisms of the Reductase Activity of Neuroglobin by Site-Directed Mutagenesis of the Heme Distal Pocket

Jesus Tejero et al.

BIOCHEMISTRY (2015)

Add to Collection

Article Chemistry, Multidisciplinary

Myoglobin-catalyzed intermolecular carbene N-H insertion with arylamine substrates

Gopeekrishnan Sreenilayam et al.

CHEMICAL COMMUNICATIONS (2015)

Add to Collection

Review Chemistry, Multidisciplinary

Heme Enzyme Structure and Function

Thomas L. Poulos

CHEMICAL REVIEWS (2014)

Add to Collection

Review Chemistry, Multidisciplinary

Metalloproteins Containing Cytochrome, Iron-Sulfur, or Copper Redox Centers

Jing Liu et al.

CHEMICAL REVIEWS (2014)

Add to Collection

Article Chemistry, Multidisciplinary

Cytochrome P450-catalyzed insertion of carbenoids into N-H bonds

Z. Jane Wang et al.

CHEMICAL SCIENCE (2014)

Add to Collection

Article Biochemical Research Methods

The crystal structure of wild-type human brain neuroglobin reveals flexibility of the disulfide bond that regulates oxygen affinity

Beatriz G. Guimaraes et al.

ACTA CRYSTALLOGRAPHICA SECTION D-BIOLOGICAL CRYSTALLOGRAPHY (2014)

Add to Collection

Article Chemistry, Multidisciplinary

O-H insertion and tandem N-H insertion/cyclization reactions using an iron porphyrin as catalyst with diazo compounds as carbene sources

Harun M. Mbuvi et al.

JOURNAL OF PORPHYRINS AND PHTHALOCYANINES (2010)

Add to Collection

Review Multidisciplinary Sciences

Design of functional metalloproteins

Yi Lu et al.

NATURE (2009)

Add to Collection

Article Biochemistry & Molecular Biology

Structural dynamics in the active site of murine neuroglobin and its effects on ligand binding

K Nienhaus et al.

JOURNAL OF BIOLOGICAL CHEMISTRY (2004)

Add to Collection

© Peeref 2019-2024. All rights reserved.