4.6 Article

LPMO-like Activity of Bioinspired Copper Complexes: From Model Substrate to Extended Polysaccharides

相关参考文献

注意:仅列出部分参考文献,下载原文获取全部文献信息。
Article Biochemistry & Molecular Biology

The histidine brace: nature's copper alternative to haem?

Paul H. Walton et al.

Summary: The copper histidine brace is a structural unit in metalloproteins that consists of a copper ion chelated by the NH2 and pi-N atom of an N-terminal histidine, and the tau-N atom of a further histidine in T-shaped coordination geometry. Proteins containing the histidine brace exhibit peroxygenase and/or oxygenase activity, similar to haem-containing proteins. The question of whether the functions of histidine brace-containing proteins duplicate those containing haem groups arises due to the similarities in their diversity of function.

FEBS LETTERS (2023)

Article Biochemistry & Molecular Biology

Electrochemical characterization of a family AA10 LPMO and the impact of residues shaping the copper site on reactivity

Cristina M. Cordas et al.

Summary: Research on enzymes for lignocellulose biomass degradation has been increasing in recent years, especially the lytic polysaccharide monooxygenases (LPMOs) that can efficiently break down crystalline cellulose. The catalytic copper site in LPMOs plays a crucial role in their functionality and reactivity. In this study, electrochemical analysis was conducted to investigate the redox properties of an LPMO, and the effects of mutations on the copper site were also examined.

JOURNAL OF INORGANIC BIOCHEMISTRY (2023)

Review Biochemistry & Molecular Biology

Lytic polysaccharide monooxygenases: enzymes for controlled and site-specific Fenton-like chemistry

Bastien Bissaro et al.

Summary: There are two types of enzymes, LPMOs and monocopper enzymes, which catalyze the oxidative cleavage of substrates through a partially melted mechanism. This has significant implications for our understanding of enzymatic processes in polysaccharide conversion in the biosphere.

ESSAYS IN BIOCHEMISTRY (2023)

Article Chemistry, Multidisciplinary

Fenton-like Chemistry by a Copper(I) Complex and H2O2 Relevant to Enzyme Peroxygenase C-H Hydroxylation

Bohee Kim et al.

Summary: Lytic polysaccharide monooxygenases are important in converting biomass to biofuel, and recent studies show that their peroxygenase activity using H2O2 as an oxidant is more important than their monooxygenase functionality. New insights into this activity have been described, including ligand-substrate hydroxylation and Fenton-type chemistry reactions.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2023)

Article Biochemistry & Molecular Biology

Copper(II) Complexes as Functional Models for Lytic Polysaccharide Monooxygenase: (A Kinetic Report)

Balakrishnan Servaramuthu et al.

Summary: Mononuclear copper(II) complexes based on symmetric tridentate N3-donor ligands have been synthesized and characterized. These complexes were demonstrated to function as lytic polysaccharide monooxygenase models by oxidatively cleaving synthetic substrates, such as p-nitrophenyl-b-D-glucopyranoside, into p-nitrophenol and D-allose. Spectroscopic and kinetic analysis revealed the involvement of a copper(II) hydroperoxide intermediate in the reaction, with characteristic absorption peaks at 350nm and newly appeared peaks at 400nm.

ORIENTAL JOURNAL OF CHEMISTRY (2023)

Article Biochemistry & Molecular Biology

The impact of reductants on the catalytic efficiency of a lytic polysaccharide monooxygenase and the special role of dehydroascorbic acid

Anton A. Stepnov et al.

Summary: A novel LPMO, SscLPMO10B from Streptomyces scabies, shows a clear correlation between its catalytic rate and H2O2 generation rate in the reaction mixture. The impact of oxidised ascorbic acid on LPMO activity suggests that apparent monooxygenase activity in SscLPMO10B reactions is actually a peroxygenase reaction.

FEBS LETTERS (2022)

Article Biochemistry & Molecular Biology

The carbohydrate-active enzyme database: functions and literature

Elodie Drula et al.

Summary: The CAZy database, freely available for browsing and download, is deeply rooted in human curation and plays a crucial role in maintaining and updating family classification, classifying new sequences, and presenting functional information. Over the past 8 years, there has been an increase in novel families and extensive annotations conducted, highlighting the significant amount of work involved in analyzing and reporting biochemical data from the literature.

NUCLEIC ACIDS RESEARCH (2022)

Article Chemistry, Organic

Oxidative Cleavage of Glycosidic Bonds by Synthetic Mimics of Lytic Polysaccharide Monooxygenases

Kaiqian Chen et al.

Summary: This study reported a synthetic mimic of lytic polysaccharide monooxygenase that can cleave glycosides and alkyl glycosides in aqueous solution with selectivity.

ORGANIC LETTERS (2022)

Article Chemistry, Multidisciplinary

Minimalist De Novo Design of an Artificial Enzyme

Jahnu Saikia et al.

Summary: In this study, we designed the first stable heterochiral tripeptide catalyst using a reductionist approach and successfully mimicked the histidine brace active site of lytic polysaccharide monooxygenases. The pH-dependent catalyst showed high efficiency in catalyzing the oxidation of benzyl alcohol to benzaldehyde in water.

ACS OMEGA (2022)

Review Chemistry, Multidisciplinary

How Do Metalloproteins Tame the Fenton Reaction and Utilize •OH Radicals in Constructive Manners?

Binju Wang et al.

Summary: This Account describes how nature controls the Fenton-type reaction of hydrogen peroxide and utilizes it for various oxidative transformations in metalloenzymes. The protein environment plays a crucial role in constraining and directing the ·OH radical, which is generated from O-O homolysis of hydrogen peroxide, to perform useful oxidative transformations. The presence or absence of substrates and the specific protein environment greatly influence the activation of hydrogen peroxide.

ACCOUNTS OF CHEMICAL RESEARCH (2022)

Article Chemistry, Multidisciplinary

Mimicking the Cu Active Site of Lytic Polysaccharide Monooxygenase Using Monoanionic Tridentate N-Donor Ligands

Caitlin J. Bouchey et al.

Summary: By synthesizing Cu(I) and Cu(II) complexes with different coordination chemistry, researchers successfully mimicked the active site of lytic polysaccharide monooxygenase (LPMO).

ACS OMEGA (2022)

Article Chemistry, Inorganic & Nuclear

Peptide-based chemical models for lytic polysaccharide monooxygenases

Azza A. Hassoon et al.

Summary: Copper(II) complexes of HPH-NH2 (L-1) and HPHPY-NH2 (L-2) peptides were studied as small molecular models of lytic polysaccharide monooxygenases, and their coordination properties were investigated by pH-potentiometry and various spectroscopic techniques. It was found that the coordination properties of these ligands were fundamentally different from those of other non-protected N-terminal HXH-sequences concerning the metal binding ability of amide nitrogens.

DALTON TRANSACTIONS (2022)

Article Biochemistry & Molecular Biology

Insights into the H2O2-driven catalytic mechanism of fungal lytic polysaccharide monooxygenases

Tobias M. Hedison et al.

Summary: Understanding the reaction mechanism of fungal LPMOs with H2O2 is crucial for their application in biotechnological settings. Research shows that a 'priming' electron transfer reaction from the cellobiose dehydrogenase partner protein supports up to 20 catalytic cycles of LPMOs.

FEBS JOURNAL (2021)

Article Biochemistry & Molecular Biology

Cu-promoted intramolecular hydroxylation of C-H bonds using directing groups with varying denticity

Shuming Zhang et al.

Summary: This research article discusses the Cu-promoted intramolecular hydroxylation of C-H bonds using directing groups with different denticity and natural oxidants. It was found that bidentate directing groups combined with Cu and H2O2 led to high yields, while tetradentate directing groups did not produce the hydroxylation products. Mechanistic investigations revealed that bidentate directing groups generate reactive mononuclear copper(II) hydroperoxide intermediates, while tetradentate systems form dinuclear Cu2O2 species that do not oxidize C-H bonds. These findings may provide insights into the reaction mechanisms of Cu-dependent metalloenzymes.

JOURNAL OF INORGANIC BIOCHEMISTRY (2021)

Article Chemistry, Physical

Cellulose Depolymerization with LPMO-inspired Cu Complexes

Ivan Castillo et al.

Summary: The study demonstrates that copper complexes based on bis(benzimidazole)amine can effectively oxidatively degrade cellulose, achieving up to 67% yield of soluble oligosaccharide derivatives, providing a potential method for cellulose degradation.

CHEMCATCHEM (2021)

Article Chemistry, Inorganic & Nuclear

Mimicking of the histidine brace structural motif in molecular copper(I) compounds

R. Peifer et al.

Summary: N-tau-methylhistidine methyl ester MeHisOMe was used as a ligand to mimic the histidine brace-type coordination of copper ions in enzymes, with complexes fully characterized. Attempts to replace diphosphine ligands by bis(pyrazolyl)methanes were made, but resulting products were too sensitive to oxidation to isolate.

ZEITSCHRIFT FUR ANORGANISCHE UND ALLGEMEINE CHEMIE (2021)

Article Chemistry, Physical

Kinetic Characterization of a Putatively Chitin-Active LPMO Reveals a Preference for Soluble Substrates and Absence of Monooxygenase Activity

Lukas Rieder et al.

Summary: Lytic polysaccharide monooxygenases (LPMOs) are important enzymes in the degradation of recalcitrant polysaccharides in aerobic environments, with some fungal species having over 50 LPMO genes. A study on an LPMO from Aspergillus fumigates showed unique properties, such as high oxidase activity on N-acetylglucosamine oligomers but low activity on chitin. This LPMO is a strict peroxygenase that efficiently uses H2O2 to break glycosidic bonds in non-polymeric substrates.

ACS CATALYSIS (2021)

Article Biochemistry & Molecular Biology

Structural Dynamics of Lytic Polysaccharide Monooxygenase during Catalysis

Frantisek Filandr et al.

BIOMOLECULES (2020)

Article Chemistry, Physical

Activation of O2 and H2O2 by Lytic Polysaccharide Monooxygenases

Binju Wang et al.

ACS CATALYSIS (2020)

Article Chemistry, Multidisciplinary

Modelling a 'histidine brace' motif in mononuclear copper monooxygenases

Arisa Fukatsu et al.

CHEMICAL COMMUNICATIONS (2020)

Review Biotechnology & Applied Microbiology

Lignocellulosic biomass: Hurdles and challenges in its valorization

Mamata S. Singhvi et al.

APPLIED MICROBIOLOGY AND BIOTECHNOLOGY (2019)

Article Chemistry, Multidisciplinary

Formation of a Copper(II)-Tyrosyl Complex at the Active Site of Lytic Polysaccharide Monooxygenases Following Oxidation by H2O2

Alessandro Paradisi et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2019)

Article Biochemistry & Molecular Biology

Polysaccharide degradation by lytic polysaccharide monooxygenases

Zarah Forsberg et al.

CURRENT OPINION IN STRUCTURAL BIOLOGY (2019)

Article Multidisciplinary Sciences

Reactivity of O-2 versus H2O2 with polysaccharide monooxygenases

John A. Hangasky et al.

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

Review Biochemistry & Molecular Biology

Recent insights into lytic polysaccharide monooxygenases (LPMOs)

Tobias Tandrup et al.

BIOCHEMICAL SOCIETY TRANSACTIONS (2018)

Review Chemistry, Multidisciplinary

Synthetic Fe/Cu Complexes: Toward Understanding Heme-Copper Oxidase Structure and Function

Suzanne M. Adam et al.

CHEMICAL REVIEWS (2018)

Article Chemistry, Physical

Bracing copper for the catalytic oxidation of C-H bonds

Luisa Ciano et al.

NATURE CATALYSIS (2018)

Article Green & Sustainable Science & Technology

Agave bagasse biorefinery: processing and perspectives

Rodolfo Palomo-Briones et al.

CLEAN TECHNOLOGIES AND ENVIRONMENTAL POLICY (2018)

Review Chemistry, Multidisciplinary

Oxygen Activation by Cu LPMOs in Recalcitrant Carbohydrate Polysaccharide Conversion to Monomer Sugars

Katlyn K. Meier et al.

CHEMICAL REVIEWS (2018)

Review Biochemistry & Molecular Biology

Activation of dioxygen by copper metalloproteins and insights from model complexes

David A. Quist et al.

JOURNAL OF BIOLOGICAL INORGANIC CHEMISTRY (2017)

Review Biochemistry & Molecular Biology

High-valent copper in biomimetic and biological oxidations

William Keown et al.

JOURNAL OF BIOLOGICAL INORGANIC CHEMISTRY (2017)

Article Chemistry, Inorganic & Nuclear

Copper Complexes as Bioinspired Models for Lytic Polysaccharide Monooxygenases

Alda Lisa Concia et al.

INORGANIC CHEMISTRY (2017)

Article Biochemistry & Molecular Biology

Oxidative cleavage of polysaccharides by monocopper enzymes depends on H2O2

Bastien Bissaro et al.

NATURE CHEMICAL BIOLOGY (2017)

Article Energy & Fuels

Solar-driven reforming of lignocellulose to H2 with a CdS/CdOx photocatalyst

David W. Wakerley et al.

NATURE ENERGY (2017)

Review Chemistry, Multidisciplinary

Copper-Oxygen Complexes Revisited: Structures, Spectroscopy, and Reactivity

Courtney E. Elwell et al.

CHEMICAL REVIEWS (2017)

Review Chemistry, Multidisciplinary

Superoxide Ion: Generation and Chemical Implications

Maan Hayyan et al.

CHEMICAL REVIEWS (2016)

Article Chemistry, Inorganic & Nuclear

Is ascorbate Dr Jekyll or Mr Hyde in the Cu(Aβ) mediated oxidative stress linked to Alzheimer's disease?

Clemence Cheignon et al.

DALTON TRANSACTIONS (2016)

Article Biochemistry & Molecular Biology

Metal-catalyzed oxidation of Aβ and the resulting reorganization of Cu binding sites promote ROS production

Clemence Cheignon et al.

METALLOMICS (2016)

Article Biochemistry & Molecular Biology

Structural and Functional Characterization of a Lytic Polysaccharide Monooxygenase with Broad Substrate Specificity

Anna S. Borisova et al.

JOURNAL OF BIOLOGICAL CHEMISTRY (2015)

Review Biotechnology & Applied Microbiology

Lytic Polysaccharide Monooxygenases in Biomass Conversion

Glyn R. Hemsworth et al.

TRENDS IN BIOTECHNOLOGY (2015)

Article Chemistry, Multidisciplinary

Crystal structure refinement with SHELXL

George M. Sheldrick

ACTA CRYSTALLOGRAPHICA SECTION C-STRUCTURAL CHEMISTRY (2015)

Article Biochemical Research Methods

Efficient separation of oxidized cello-oligosaccharides generated by cellulose degrading lytic polysaccharide monooxygenases

Bjorge Westereng et al.

JOURNAL OF CHROMATOGRAPHY A (2013)

Article Chemistry, Multidisciplinary

Oxidative Cleavage of Cellulose by Fungal Copper-Dependent Polysaccharide Monooxygenases

William T. Beeson et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2012)

Article Multidisciplinary Sciences

NMR structure of a lytic polysaccharide monooxygenase provides insight into copper binding, protein dynamics, and substrate interactions

Finn L. Aachmann et al.

PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA (2012)

Article Multidisciplinary Sciences

An Oxidative Enzyme Boosting the Enzymatic Conversion of Recalcitrant Polysaccharides

Gustav Vaaje-Kolstad et al.

SCIENCE (2010)

Article Chemistry, Multidisciplinary

A short history of SHELX

George M. Sheldrick

ACTA CRYSTALLOGRAPHICA A-FOUNDATION AND ADVANCES (2008)

Article Biochemical Research Methods

EasySpin, a comprehensive software package for spectral simulation and analysis in EPR

S Stoll et al.

JOURNAL OF MAGNETIC RESONANCE (2006)