☆ 4.7 Review

Bio-based surfactants: enzymatic functionalization and production from renewable resources

CURRENT OPINION IN BIOTECHNOLOGY (2022)

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Article Biotechnology & Applied Microbiology

Biosurfactants: Production, properties, applications, trends, and general perspectives

Leonie A. Sarubbo et al.

Summary: Biosurfactants, with their amphilpathic structure and desirable traits, have gained attention in the biotechnology industry. This paper provides an extensive review of accumulated knowledge on microbial biosurfactants and discusses their current and promising industrial applications, as well as the advantages and challenges for their development and applications.

BIOCHEMICAL ENGINEERING JOURNAL (2022)

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Review Agricultural Engineering

Lytic polysaccharide monooxygenases as powerful tools in enzymatically assisted preparation of nano-scaled cellulose from lignocellulose: A review

Anthi Karnaouri et al.

Summary: Nanocellulose, whether in fiber or crystal form, is a renewable, biobased, biocompatible material with advantageous mechanical properties that can be isolated through enzyme-assisted processes, leading to higher quality products. The use of Lytic Polysaccharide Monooxygenases (LPMOs) for cellulose fiber treatment towards nanostructrue isolation highlights their potential for novel production of nanocellulose from lignocellulose.

BIORESOURCE TECHNOLOGY (2022)

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Article Biochemistry & Molecular Biology

Direct Enzymatic Synthesis of Fatty Amines from Renewable Triglycerides and Oils

Joan Citoler et al.

Summary: The study introduces a new method for the synthesis of primary fatty amines from renewable sources, achieving high efficiency through biocatalytic reactions.

CHEMBIOCHEM (2022)

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Article Chemistry, Multidisciplinary

One-Step Biocatalytic Synthesis of Sustainable Surfactants by Selective Amide Bond Formation

Max Lubberink et al.

Summary: A biocatalytic route towards N-alkanoyl-N-methylglucamides (MEGAs) and analogues was developed using a modified carboxylic acid reductase construct (CARmm-A). The selective formation of amide bonds was achieved without competing reactions. Reaction optimization resulted in reduced amine concentration requirements, enabling efficient amide formation. The wide substrate scope of CARmm-A was demonstrated through the synthesis of 24 commercially relevant amides.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2022)

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Review Chemistry, Multidisciplinary

Recent Approaches in the Catalytic Transformation of Biomass-Derived 5-Hydroxymethylfurfural into 2,5-Diformylfuran

Phuong Hoang Tran

Summary: This Review provides an overview of the latest developments in efficient catalytic systems for the sustainable conversion of HMF to DFF, which is a significant building block chemical derived from sustainable carbohydrates and has promising applications in pharmaceuticals and polymers.

CHEMSUSCHEM (2022)

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Article Biochemistry & Molecular Biology

Stereoselective Promiscuous Reactions Catalyzed by Lipases

Angela Patti et al.

Summary: The catalytic promiscuity of lipases has gained increasing interest as a tool for expanding their application in organic synthesis. However, the production of enantiopure products through lipase catalysis is still a challenge.

INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES (2022)

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Article Chemistry, Physical

Active-Site Engineering Switches Carbohydrate Regiospecificity in a Fungal Copper Radical Oxidase

Yann Mathieu et al.

Summary: This study investigates the effect of deleting a specific loop in the active site of a Colletotrichum graminicola aryl alcohol oxidase on its catalytic activity, leading to changes in carbohydrate specificity and regiospecificity. The results highlight the catalytic adaptability of the mononuclear copper radical active site and provide a basis for designing improved biocatalysts for various applications.

ACS CATALYSIS (2022)

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Review Chemistry, Multidisciplinary

Biocatalysis: Enzymatic Synthesis for Industrial Applications

Shuke Wu et al.

Summary: Biocatalysis is widely used as an alternative to chemical catalysis in various fields, with enzymes playing a key role in organic synthesis, particularly in the production of chiral compounds for pharmaceuticals and flavors. Biocatalysts are also utilized on a large scale for the production of specialty and bulk chemicals. This review focuses on scalable chemical production using enzymes, discussing opportunities, limitations, and emerging enzyme classes through illustrative examples.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2021)

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Review Biotechnology & Applied Microbiology

The vast repertoire of carbohydrate oxidases: An overview

Simone Savino et al.

Summary: Carbohydrate oxidases are important enzymes in biotechnological applications, showcasing specificity and selectivity. Through engineering, these enzymes can be further enhanced for use in biocatalysis and biotechnology. Researchers have exploited carbohydrate oxidases for various practical applications.

BIOTECHNOLOGY ADVANCES (2021)

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Article Biotechnology & Applied Microbiology

Identification of Copper-Containing Oxidoreductases in the Secretomes of Three Colletotrichum Species with a Focus on Copper Radical Oxidases for the Biocatalytic Production of Fatty Aldehydes

David Ribeaucourt et al.

Summary: The discovery of Copper radical alcohol oxidases (CRO-AlcOx) among fungal phytopathogens has opened up new possibilities for the production of fragrant fatty aldehydes. Through proteomics analysis, it was found that under specific conditions, Colletotrichum species could secrete a wide variety of copper-containing enzymes, but only small amounts of CRO-AlcOx were secreted, indicating that recombinant expression may be a more promising approach for their biocatalytic application.

APPLIED AND ENVIRONMENTAL MICROBIOLOGY (2021)

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Article Chemistry, Multidisciplinary

Discovery and Design of Family VIII Carboxylesterases as Highly Efficient Acyltransferases

Henrik Mueller et al.

Summary: EstCE1, identified as an efficient acyltransferase catalyzing amidation and carbamoylation in water, provides a solution to the current challenges faced by promiscuous enzymes in application. The structure-function analysis of EstCE1 reveals a three-amino acid motif essential for its promiscuous acyltransferase activity. Introducing this motif into an esterase without acetyltransferase activity can transform it into an acyltransferase.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2021)

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Article Chemistry, Physical

Efficient Acylation of Sugars and Oligosaccharides in Aqueous Environment Using Engineered Acyltransferases

Simon P. Godehard et al.

Summary: One major challenge in enzymatic synthesis of sugar esters is the low solubility of sugars in toxic organic solvents. This study demonstrated efficient acetylation of sugars in water using engineered acyltransferases, achieving high conversion rates for glucose, maltose, and maltotriose. The discovery of EstA as a promiscuous acyltransferase that preferentially acetylates sugars expands the potential applications of such enzymes in sugar modifications.

ACS CATALYSIS (2021)

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Article Chemistry, Multidisciplinary

Comprehensive Insights into the Production of Long Chain Aliphatic Aldehydes Using a Copper-Radical Alcohol Oxidase as Biocatalyst

David Ribeaucourt et al.

Summary: The oxidation of alcohols is crucial in chemistry, particularly in the flavor and fragrance industry. Biocatalysis, especially using enzymes like alcohol oxidase from Colletotrichum graminicola, shows promise in converting long-chain aliphatic alcohols to aldehydes. Controlling reaction conditions can tune the distribution of aldehyde and acid products, making fungal CRO-AlcOx a potential candidate for green production of flavor and fragrance compounds.

ACS SUSTAINABLE CHEMISTRY & ENGINEERING (2021)

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Article Chemistry, Physical

Chitin Deacetylase as a Biocatalyst for the Selective N-Acylation of Chitosan Oligo- and Polymers

Max Linhorst et al.

Summary: Chitosans, derived from chitin, are versatile biopolymers with unique properties that can be further improved through biocatalytic N-acylation. Using recombinant chitin deacetylase for N-acylation can yield highly substituted chitosan polymers, which can be further functionalized using copper-catalyzed reactions. This chemoenzymatic approach offers a pathway to a wide variety of functionalized chitosans with nonrandom substitution patterns.

ACS CATALYSIS (2021)

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Article Biotechnology & Applied Microbiology

Synthesis of novel oligomeric anionic alkyl glycosides using laccase/TEMPO oxidation and cyclodextrin glucanotransferase (CGTase)-catalyzed transglycosylation

Ngoc T. N. Ngo et al.

Summary: The study focuses on the synthesis of new anionic alkyl glycosides with long carbohydrate chains using laccase/TEMPO oxidation and CGTase catalysis approaches. The efficiencies and product stabilities of the two methods varied, with laccase/TEMPO oxidation showing depolymerization issues, while CGTase catalysis yielding high conversions especially when using Toruzyme. pH was found to have a strong influence on enzyme activity and acceptor specificity, with optimal pH ranges differing for non-ionic and acidic substrates.

BIOTECHNOLOGY AND BIOENGINEERING (2021)

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Review Biochemistry & Molecular Biology

Sugar oxidoreductases and LPMOs-two sides of the same polysaccharide degradation story?

Tamilvendan Manavalan et al.

Summary: The discovery of lytic polysaccharide monooxygenases (LPMOs) has transformed our understanding of enzymatic biomass conversion, leading to questions about the roles of other oxidoreductases and abiotic redox processes. LPMOs require reducing power and an oxygen co-substrate, with biomass degrading ecosystems containing a variety of redox enzymes that influence their availability. It is now speculated that sugar oxidoreductases, particularly H2O2-producing sugar oxidases, may play a role in fueling and controlling LPMO reactions in biomass degrading fungi.

CARBOHYDRATE RESEARCH (2021)

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Article Biochemistry & Molecular Biology

Transformation of Pectins into Non-Ionic or Anionic Surfactants Using a One-Pot and Cascade Mode Process

Damien Milliasseau et al.

Summary: The present study describes the one-pot synthesis of double- and single-tailed surfactants through a cascade process, optimizing purification conditions for easier production of single-tailed surfactants and discovering attractive surface-tension properties in some products.

MOLECULES (2021)

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Article Biotechnology & Applied Microbiology

An Integrated Enzymatic Approach to Produce Pentyl Xylosides and Glucose/Xylose Laurate Esters From Wheat Bran

Chloe Jocquel et al.

Summary: In this study, alkyl glycosides and sugar esters were successfully produced from xylans and cellulose extracted from wheat bran, demonstrating the potential for various applications.

FRONTIERS IN BIOENGINEERING AND BIOTECHNOLOGY (2021)

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Editorial Material Chemistry, Multidisciplinary

Introduction: Click Chemistry

Neal K. Devaraj et al.

CHEMICAL REVIEWS (2021)

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Article Multidisciplinary Sciences

Toward scalable biocatalytic conversion of 5-hydroxymethylfurfural by galactose oxidase using coordinated reaction and enzyme engineering

William R. Birmingham et al.

Summary: Researchers have successfully engineered a galactose oxidase variant with high activity towards 5-hydroxymethylfurfural (HMF), improved oxygen binding, and high productivity. This advancement presents a promising biocatalytic route to scalable production of furan-based chemical building blocks from sustainable feedstocks.

NATURE COMMUNICATIONS (2021)

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Article Chemistry, Multidisciplinary

Structure and Self-Assembly of Lytic Polysaccharide Monooxygenase-Oxidized Cellulose Nanocrystals

Salla Koskela et al.

Summary: This study successfully prepared stable cellulose nanocrystals using LPMOs enzymes from the fungus Neurospora crassa, achieving self-organization. Without the use of hazardous chemicals, the environmentally friendly LPMOs oxidation method can enable green production of advanced nanostructured cellulose materials.

ACS SUSTAINABLE CHEMISTRY & ENGINEERING (2021)

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Article Biochemistry & Molecular Biology

Engineering CGTase to improve synthesis of alkyl glycosides

Kazi Zubaida Gulshan Ara et al.

Summary: The mutations of F197, G263, and E266 in CGTase CspCGT13 affect its interactions with acceptor substrates and coupling activity. The double mutant F197Y/G263A displayed enhanced coupling activity, while the triple mutant F197Y/G263A/E266A maintained the increase in primary coupling product. These findings suggest the importance of specific mutations in enzyme engineering for improved surfactant production.

GLYCOBIOLOGY (2021)

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Article Biotechnology & Applied Microbiology

Chemoenzymatic synthesis of the pH responsive surfactant octyl β-D-glucopyranoside uronic acid

Ngoc T. N. Ngo et al.

APPLIED MICROBIOLOGY AND BIOTECHNOLOGY (2020)

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Review Chemistry, Physical

Current perspective of sustainable surfactants based on renewable building blocks

Avinash Bhadani et al.

CURRENT OPINION IN COLLOID & INTERFACE SCIENCE (2020)

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Article Chemistry, Physical

Discovery of a Fungal Copper Radical Oxidase with High Catalytic Efficiency toward 5-Hydroxymethylfurfural and Benzyl Alcohols for Bioprocessing

Yann Mathieu et al.

ACS CATALYSIS (2020)

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Article Biochemistry & Molecular Biology

Enzymatically-synthesized xylo-oligosaccharides laurate esters as surfactants of interest

D. Gerard et al.

CARBOHYDRATE RESEARCH (2020)

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Article Multidisciplinary Sciences

Synthesis of glycoconjugates utilizing the regioselectivity of a lytic polysaccharide monooxygenase

Bjorge Westereng et al.

SCIENTIFIC REPORTS (2020)

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Enzyme promiscuity of carbohydrate active enzymes and their applications in biocatalysis

Edward Pallister et al.

CURRENT OPINION IN STRUCTURAL BIOLOGY (2020)

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Article Chemistry, Organic

Determination of biocatalytic parameters of a copper radical oxidase using real-time reaction progress monitoring

Stephanie M. Forget et al.

ORGANIC & BIOMOLECULAR CHEMISTRY (2020)

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Article Biochemistry & Molecular Biology

Structural and functional analyses of glycoside hydrolase 138 enzymes targeting chain A galacturonic acid in the complex pectin rhamnogalacturonan II

Aurore Labourel et al.

JOURNAL OF BIOLOGICAL CHEMISTRY (2019)

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Article Chemistry, Applied

Interactions between Lipases and Amphiphiles at Interfaces

Pedro Reis et al.

JOURNAL OF SURFACTANTS AND DETERGENTS (2019)

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Article Pharmacology & Pharmacy

Recent advances in non-ionic surfactant vesicles (niosomes): Fabrication, characterization, pharmaceutical and cosmetic applications

Shuo Chen et al.

EUROPEAN JOURNAL OF PHARMACEUTICS AND BIOPHARMACEUTICS (2019)

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Review Chemistry, Physical

Lipoaminoacids Enzyme-Based Production and Application as Gene Delivery Vectors

Maria H. L. Ribeiro et al.

CATALYSTS (2019)

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Biocatalytic Production of Amino Carbohydrates through Oxidoreductase and Transaminase Cascades

Ville Aumala et al.

CHEMSUSCHEM (2019)

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Electrochemical N-acylation synthesis of amides under aqueous conditions

Fang Ke et al.

GREEN CHEMISTRY (2019)

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β-Mannanase-catalyzed synthesis of alkyl mannooligosides

Johan Morrill et al.

APPLIED MICROBIOLOGY AND BIOTECHNOLOGY (2018)

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Review Biotechnology & Applied Microbiology

Multiplicity of enzymatic functions in the CAZy AA3 family

Leander Suetzl et al.

APPLIED MICROBIOLOGY AND BIOTECHNOLOGY (2018)

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Article Biotechnology & Applied Microbiology

D-Xylose and L-arabinose laurate esters: Enzymatic synthesis, characterization and physico-chemical properties

Thomas Meline et al.

ENZYME AND MICROBIAL TECHNOLOGY (2018)

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Review Biotechnology & Applied Microbiology

Comparison of lipases and glycoside hydrolases as catalysts in synthesis reactions

Patrick Adlercreutz

APPLIED MICROBIOLOGY AND BIOTECHNOLOGY (2017)

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Review Chemistry, Applied

CuAAC: An Efficient Click Chemistry Reaction on Solid Phase

Vida Castro et al.

ACS COMBINATORIAL SCIENCE (2016)

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Simultaneous analysis of C1 and C4 oxidized oligosaccharides, the products of lytic polysaccharide monooxygenases acting on cellulose

Bjorge Westereng et al.

JOURNAL OF CHROMATOGRAPHY A (2016)

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Opportunities for greener alternatives in chemical formulations

P. G. Jessop et al.

GREEN CHEMISTRY (2015)

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Review Agriculture, Multidisciplinary

Methods for Improving Enzymatic Trans-glycosylation for Synthesis of Human Milk Oligosaccharide Biomimetics

Birgitte Zeuner et al.

JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY (2014)

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Article Multidisciplinary Sciences

Discovery of LPMO activity on hemicelluloses shows the importance of oxidative processes in plant cell wall degradation

Jane W. Agger et al.

PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA (2014)

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Carboxylic acid reductase is a versatile enzyme for the conversion of fatty acids into fuels and chemical commodities

M. Kalim Akhtar et al.

PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA (2013)

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Article Chemistry, Multidisciplinary

Enzymatic synthesis of N-alkanoyl-N-methylglucamide surfactants: solvent-free production and environmental assessment

Yasser Gaber et al.

GREEN CHEMISTRY (2010)

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Article Biochemistry & Molecular Biology

Structural basis for substrate binding and regioselective oxidation of monosaccharides at C3 by pyranose 2-oxidase

Magdalena Kujawa et al.

JOURNAL OF BIOLOGICAL CHEMISTRY (2006)

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