Hydroxy Group Research Articles

Tissue Accumulation and Biotransformation of 6PPD-Quinone in Adult Zebrafish and Its Effects on the Intestinal Microbial Community.

The pronounced lethality of N-(1,3-dimethylbutyl)-N'-phenyl-p-phenylenediamine quinone (6PPD-quinone or 6PPDQ) toward specific salmonids, while sparing other fish species, has received considerable attention. However, the underlying cause of this species-specific toxicity remains unresolved. This study explored 6PPDQ toxicokinetics and intestinal microbiota composition in adult zebrafish during a 14-day exposure to environmentally realistic concentrations, followed by a 7-day recovery phase. Predominant accumulation occurred in the brain, intestine, and eyes, with the lowest levels in the liver. Six metabolites were found to undergo hydroxylation, with two additionally undergoing O-sulfonation. Semiquantitative analyses revealed that the predominant metabolite featured a hydroxy group situated on the phenyl ring adjacent to the quinone. This was further validated by assessing enzyme activity and determining in silico binding interactions. Notably, the binding affinity between 6PPDQ and zebrafish phase I and II enzymes exceeded that with the corresponding coho salmon enzymes by 1.04-1.53 times, suggesting a higher potential for 6PPDQ detoxification in tolerant species. Whole-genome sequencing revealed significant increases in the genera Nocardioides and Rhodococcus after exposure to 6PPDQ. Functional annotation and pathway enrichment analyses predicted that these two genera would be responsible for the biodegradation and metabolism of xenobiotics. These findings offer crucial data for comprehending 6PPDQ-induced species-specific toxicity.

Non-migrating PVC plasticizers based on oligocaprolactones obtained by ring-opening polymerization

Oligomeric plasticizers for PVC were synthesized using ring-opening-polymerization of caprolactone (CL) initiated by aromatic and heteroaromatic thiol compounds containing hydroxy groups. The obtained plasticizers were chemically bound to the polymer both, in solution and in the melt, with different PVC/plasticizer weight ratios and their efficiency with respect to the degree of anchorage, resistance to migration and plasticization were studied.Thiolates from heteroaromatic thiol plasticizers were too strongly basic and produced partial hydrolysis and transesterification side reactions during the anchorage reaction to the polymer. On the other hand, oligomers carrying an aromatic thiol end group could be bound selectively and without hydrolysis to the PVC chains. The most suitable system was produced on a 50 kg scale and the plasticized materials obtained were analysed showing good degrees of anchorage and excellent plasticizing properties.

Effect of imine-containing phenolic hardeners with different chain lengths and epoxy functionalities on thermal, mechanical, and healing properties of bio-based epoxy vitrimers

Mixtures of polyglycerol polyglycidyl ether (PGPE) and poly(ethylene glycol) diglycidyl ether (PEGDGE) with different molar ratios were cured with imine-containing phenolic hardeners prepared by the reactions of vanillin with ethylene glycol bis(3-aminopropyl) ether, diethylene glycol bis(3-aminopropyl) ether, and a polyetheramine (JEFFAMINE® ED-600) to produce bio-based epoxy cured products. Fourier-transform infrared spectroscopy (FT-IR) of the cured products revealed that the curing reaction of the epoxy and phenolic hydroxy groups was almost complete. The cross-linking density, glass transition temperature, and mechanical strength of the cured products decreased with decreasing the PGPE/PEGDGE ratio and increasing the oligoalkyleneoxy chain length of the phenolic hardeners. All cured products were healed three times at 100 °C under 2 MPa for 2 h. The healing efficiency, in terms of tensile strength, increased with decreasing PGPE/PEGDGE ratio and increasing oligoalkyleneoxy chain length. The polyetheramine-based cured product with the lowest PGPE/PEGDGE ratio exhibited the highest healing efficiency (94–97%), which only slightly decreased following repeated healing treatments.

Chitosan/Graphene oxide/SiO2 Nanoadsorbents for the Removal of Cr(VI) from Wastewaters

The swift industrialization and urbanisation have led to the discharge of significant amounts of hazardous heavy metals into water environments. Heavy metal pollution is currently one of the most significant environmental challenges being addressed, attracting researchers due to its biotoxicity, and non-biodegradability even at minimal concentrations [1]. Chromium (Cr) is among the most prevalent heavy metal contaminants. Its oxidation state, Cr(VI), harms the environment yet has catastrophic consequences for human health [2]. It is removed by physical and chemical procedures such as ion exchange, chemical precipitation and electrochemical treatment. Yet, most of these procedures have downsides, such as the formation of hazardous sludge, causing disposal issues and the need for costly tools and monitoring systems [3]. Adsorption is regarded an appealing and favourable technology because to its ease of design, simplicity, and high efficiency. Carbon-based nanomaterials have been investigated as superior adsorbents in aqueous solutions for the separation of organic and inorganic contaminants. The current study recommends the usage of adsorbents based on graphene oxide (GO). GO is an oxygen-rich material that is produced during the oxidation of graphite. It features hydrophobic areas due to aromatic groups in the nanosheets' centres, along with a large number of hydrophilic functional groups such as hydroxy, aldehyde, epoxy, and carboxyl groups [4]. The latter allow GO to swell and perform electrostatic functions. Chitosan (Cs) is a great adsorbent since it is inexpensive, is biocompatible, and causes no secondary pollution. Its molecular chains include -NH2 and -OH groups, which can interact with heavy metal ions and give significant adsorption capacity [5]. Silicon dioxide (SiO2) nanoparticles with graphene oxide have better physical and chemical characteristics than graphene oxide-like surface area. Similar research has revealed that the presence of SiO2 increases the adsorbent's adsorption capacity for Cr(VI) [6]. The effect of the pH value, contact time and initial chromium concentration was examined in order to determine the feasibility of Cs/GO@SiO2. Its structure and the morphology were studied in detail by the application of BET, XRD, FTIR and SEM techniques. According to the results, the modification of Cs with GO@SiO2 enhanced the percentage removal of chromium ions, especially, in acidic conditions by using 0.5 g/L of the adsorbent. Experimental data of equilibrium were used to calculate adsorption isotherms. According to thermodynamics the spontaneous nature of their adsorption was confirmed. Overall, the results indicate that Cs/GO@SiO2 can be effectively employed for removal of chromium from aqueous solutions.

Synthesis and Utilization of 1H-Indazole N-Oxides in the Production of C3-Functionalized 1H-Indazoles

AbstractThe medicinal importance, natural rarity, and challenges associated with the synthesis of C3-functionalized 1H-indazoles have propelled the development of novel and practical 1H-indazole N-oxides for the production of diverse arrays of C3-functionalized 1H-indazoles. The use of 1H-indazole N-oxides has been remarkably effective for the selective introduction of diverse functional groups, including amino (NHAr), chloro (Cl), hydroxy (OH), sulfonyl (SO2Ar), aromatic (Ar), olefin, alkyl, and N-formyl (NRCHO) groups, to indazole pharmacophore molecules. This review offers a concise overview of the synthetic approaches and practical applications of 1H-indazole N-oxides, including recent studies conducted by the authors. Transformative reactions involving 1H-indazole N-oxides not only offer strategies for synthesizing C3-functionalized 1H-indazoles but also hold significant potential in medicinal chemistry.1 Introduction2 Synthetic Approaches and Applications of 1H-Indazole N-Oxides3 Summary and Outlook

Chlorido(2-{(2-hydroxyethyl)[tris(hydroxymethyl)methyl]amino}ethanolato-κ5 N,O,O′,O′′,O′′′)copper(II)

The title complex, [Cu(C8H18NO5)Cl] or [Cu(H4bis-tris)Cl], was obtained starting from the previously reported [Cu(H5bis-tris)Cl]Cl compound. The deprotonation of the aminopolyol ligand H5bis-tris {[bis(2-hydroxyethyl)amino]tris(hydroxymethyl)methane, C8H19NO5} promotes the formation of a very strong O—H...O intermolecular hydrogen bond, characterized by an H...O separation of 1.553 (19) Å and an O—H...O angle of 178 (4)°. The remaining hydroxy groups are also engaged in hydrogen bonds, forming R 2 2(8), R 4 4(16), R 4 4(20) and R 4 4(22) ring motifs, which stabilize the triperiodic supramolecular network.

Low-κ, low CTE, high-temperature epoxy resin with high storage modulus based on spirobisindane for high-frequency electronic circuit field

High-temperature thermosetting resin with low dielectric constant (κ), low thermal expansion coefficient (CTE), and high modulus are drawing more and more attention from scientists and engineers in the field of the high-frequency circuit, 5G and 6G communication networks to improve the signal transmission speed. Epoxy resin, as one of the important thermosetting resin members, possesses excellent properties such as heat resistance, cohesiveness, and reactivity. However, Epoxy resin was usually mixed with different inorganic fillers to meet the above requirements, especially to decrease the κ and CTE. In this work, a new class of spirobisindane epoxy resin monomer (TSDEP) was synthesized by a classic two-step method based on 3,3,3′,3′-tetramethyl-1,1′-spirobisindane-6,6′-diol (TSD). Due to the highly distorted rigid structure of TSD, the movement of the TSDEP molecular segment is subject to more restrictions after being cured, and the free volume will increase. After cured by 4,4′-diamino diphenyl sulfone (DDS), the TSDEP/DDS resin exhibited many desirable physical properties, e.g., low dielectric constant (∼3.45, 1 MHz), low dielectric loss (∼0.025, 1 MHz), low coefficient of thermal expansion (CTE, 72 ppm/ °C, 35–150 °C), high glass transition temperature (Tg > 241 °C) and high thermal stability (Td5%∼400 °C). Furthermore, TSDEP/DDS exhibited excellent mechanical rigidity with a storage modulus of ∼ 3.1 GPa. Compared with TSDEP/DDS, 4-methylhexahydrophthalic anhydride (MHHPA) cured TSDEP system showed lower κ (∼3.09) and dielectric loss (0.015) due to weaker polar ester groups instead of more polar hydroxy groups.

The coupling transformation process of biodegradation and pyrolysis for Dananhu low-rank coal

The study presented a novel approach for coupling biodegradation and pyrolysis to transform low-rank coal. In the first stage, four kinds of bacteria, Planomicrobium huatugouensis (P. huatugouensis), Sphingomonas polyaromaticivorans (S. polyaromaticivorans), Pseudomonas putida (P. putida), and Bacillus subtilis subsp. subtilis (B. subtilis subsp. subtilis), were used to transform the Dananhu low-rank coal. After the first stage, the coal that has not been biodegraded (residual coal) undergoes the second stage of pyrolytic transformation, which is carried out by a thermogravimetric analyzer combined with Fourier-transform infrared spectrometry (TG-FTIR). The results showed that the maximum coupling transformation rate of biodegradation and pyrolysis could reach 73.95%, which was 21.88% higher than the thermal transformation rate of Dananhu low-rank coal and 27.37% higher than the optimal microbial transformation rate. This indicated that coupling transformation could significantly improve the utilization rate of Dananhu low-rank coal. In the stage of biodegradation transformation, bacteria destroyed the carboxyl groups, ether bonds, and other oxygen-containing functional groups in Dananhu low-rank coal, converting the large molecules of coal into liquid molecules, meanwhile, the compact coal structure became loose, and the residual coal was also pyrolyzed easily than Dananhu low-rank coal. During the pyrolysis process, a large number of fatty chains, carboxyl groups, oxy groups, and hydroxy groups were decomposed to produce lots of gas-phase products. The pyrolysis products showed an increase in the release of CO and CH4, and an increase in the proportion of aliphatic hydrocarbons in the volatiles. The high efficiency of coupling transformation is due to the combination of the advantages of the two technologies, which is achieving the green and energy-efficient utilization of low-rank coal.

Reductive dissolution of As-bearing iron oxides: Mediating mechanism of fulvic acid and dissimilated iron reducing bacteria

Fulvic acid (FA) and iron oxides often play regulating roles in the geochemical behavior and ecological risk of arsenic (As) in terrestrial ecosystems. FA can act as electron shuttles to facilitate the reductive dissolution of As-bearing iron (hydr)oxides. However, the influence of FA from different sources on the sequential conversion of Fe/As in As-bearing iron oxides under biotic and abiotic conditions remains unclear. In this work, we exposed prepared As-bearing iron oxides to FAs derived from lignite (FAL) and plant peat (FAP) under anaerobic conditions, tracked the fate of Fe and As in the aqueous phase, and investigated the reduction transformation of Fe(III)/As(V) with or without the presence of Shewanella oneidensis MR-1. The results showed that the reduction efficiency of Fe(III)/As(V) was increased by MR-1, through its metabolic activity and using FAs as electron shuttles. The reduction of Fe(III)/As(V) was closely associated with goethite being more conducive to Fe/As reduction compared to hematite. It is determined that functional groups such as hydroxy, carboxy, aromatic, aldehyde, ketone and aliphatic groups are the primary electron donors. Their reductive capacities rank in the following sequence: hydroxy> carboxy, aromatic, aldehyde, ketone> aliphatic group. Notably, our findings suggest that in the biotic reduction, Fe significantly reduction precedes As reduction, thereby influencing the latter's reduction process across all incubation systems. This work provides empirical support for understanding iron's role in modulating the geochemical cycling of As and is of significant importance for assessing the release risk of arsenic in natural environments.

Synthetic aporphine alkaloids are potential therapeutics for Leigh syndrome

Mitochondrial diseases are mainly caused by dysfunction of mitochondrial respiratory chain complexes and have a variety of genetic variants or phenotypes. There are only a few approved treatments, and fundamental therapies are yet to be developed. Leigh syndrome (LS) is the most severe type of progressive encephalopathy. We previously reported that apomorphine, an anti- “off” agent for Parkinson’s disease, has cell-protective activity in patient-derived skin fibroblasts in addition to strong dopamine agonist effect. We obtained 26 apomorphine analogs, synthesized 20 apomorphine derivatives, and determined their anti-cell death effect, dopamine agonist activity, and effects on the mitochondrial function. We found three novel apomorphine derivatives with an active hydroxy group at position 11 of the aporphine framework, with a high anti-cell death effect without emetic dopamine agonist activity. These synthetic aporphine alkaloids are potent therapeutics for mitochondrial diseases without emetic side effects and have the potential to overcome the low bioavailability of apomorphine. Moreover, they have high anti-ferroptotic activity and therefore have potential as a therapeutic agent for diseases related to ferroptosis.

Effect of Condensed Water at an Alumina/Epoxy Resin Interface on Curing Reaction.

The adhesion of epoxy adhesives to aluminum materials is an important issue in assembling parts for lightweight mobility. Aluminum surfaces typically possess an oxide layer, which readily adsorbs water. In this study, the aggregation states of water and its effect on the curing reaction were examined by placing a water layer between an amorphous alumina surface and a mixture of epoxy and amine components. This study used molecular dynamics simulations and density functional theory calculations. Before the reaction, water molecules strongly adsorbed onto the alumina surface, aggregating excess water. Some water diffused into the epoxy/amine mixture, accelerating the diffusion of unreacted substances. This led to faster reaction kinetics, particularly in proximity to the alumina surface. The adsorption of water molecules onto the alumina surface and the aggregation of excess water were similarly observed even after the curing process. Subsequently, the interaction between the alumina surface and various functional groups of the epoxy/amine mixture was evaluated before and after the reaction. Epoxy monomers had little interaction with the alumina surface before the reaction, whereas hydroxy groups formed by the ring-opening reaction of epoxy groups exhibited notable interaction. Conversely, sulfonyl and amino groups in amine compounds formed hydrogen bonds with OH groups on the alumina surface before the reaction. However, after the reaction, amino groups weakened their interaction with the alumina OH groups as they transformed from primary to tertiary during the curing reaction. Both epoxy and amine monomers/fragments similarly interacted with water molecules, both before and after the reaction. The insights gained from this study are expected to contribute to a better understanding of the impact of moisture absorption on the application of epoxy resins.

Analysis of the Molecular Structure of Hydroxychavicol, a Promising Oral Antibacterial

Abstract Objectives In order to better understand hydroxychavicol’s effectiveness as an oral antibacterial, its structural components were analyzed with respect to minimum inhibitory concentrations and minimum bactericidal concentrations against various oral bacteria. These structural components include the free hydroxy groups and allyl chain connected to hydroxychavicol’s benzene core. Methods Six structural analogs of hydroxychavicol were tested against a range of oral bacteria using minimum inhibitory concentration (MIC) and minimum bactericidal concentration (MBC) assays. MIC results were obtained using serial microdilution techniques in 96-well plates with resazurin dye as a colorimetric indicator. Aliquots within each MIC concentration range were then placed on appropriate agar medium and the minimum bactericidal concentration was determined as the lowest concentration with no observed colony growth. Key Findings A synergistic interaction was observed between the allyl chain and hydroxy groups on the benzene core of hydroxychavicol, which resulted in lower MICs against the tested oral bacteria. It was also found that a hydroxy group para to the allyl chain on the benzene ring resulted in more effective inhibition, with a MIC of <50 μg/mL against R. dentocariosa. Additionally, analytes possessing free hydroxy groups ortho to one another on the benzene ring resulted in MICs of 200-300 μg/mL or lower, whereas analytes with free hydroxy groups meta to one another on the benzene ring exhibited MICs of >1000 μg/mL. Conclusions This study helps elucidate the structural components responsible for hydroxychavicol’s effectiveness as an oral antibacterial. The findings herein help to understand the mechanism of hydroxychavicol’s antibacterial properties and will be helpful in the design and synthesis of more effective oral antibacterial treatments.

Theoretical study on the mechanism of alcohol photooxidation on Nb2O5 surface.

Theoretical modeling of the solid-state photocatalysis is one of the important issues as various useful photocatalysts have been developed to date. In this work, we investigated the mechanism of the alcohol photooxidation on niobium oxide (Nb2O5) which was experimentally developed, using the density functional theory (DFT)/time-dependent (TD)DFT calculations based on the cluster model. The alcohol adsorption and the first hydrogen transfer from hydroxy group to surface occur in the ground state, while the second hydrogen transfer from CH proceeds in the excited states during the photoirradiation of UV or visible light. The spin crossing was identified and the low-lying triplet states were solved for the reaction pathway. The photoabsorption in the visible light region was characterized as the charge transfer transition from O 2p of alcohol to Nb 4d of the Nb2O5 surface. The spin density and the natural population analysis indicated the generation of spin density in the moiety of carbonyl compound and its dissipation to the interface of the surface, which partly explains the electron paramagnetic resonance measurement. It was confirmed that the rate determining step is the desorption of carbonyl compound and water molecule in agreement with the experimental rate equation analysis. The present findings with the theoretical modeling will provide useful information for the further studies of the solid-state photocatalysis.

Structural investigations on the mitochondrial uncouplers niclosamide and FCCP.

There has been renewed interest in using mitochondrial uncoupler compounds such as niclosamide and carbonyl cyanide p-(trifluoromethoxy)phenylhydrazone (FCCP) for the treatment of obesity, hepatosteatosis and diseases where oxidative stress plays a role. However, both FCCP and niclosamide have undesirable effects that are not due to mitochondrial uncoupling, such as inhibition of mitochondrial oxygen consumption by FCCP and induction of DNA damage by niclosamide. Through structure-activity analysis, we identified FCCP analogues that do not inhibit mitochondrial oxygen consumption but still provided good, although less potent, uncoupling activity. We also characterized the functional role of the niclosamide 4'-nitro group, the phenolic hydroxy group and the anilide amino group in mediating uncoupling activity. Our structural investigations provide important information that will aid further drug development.

A Quantum Chemical Study on the Bonding Mechanism, Electronic Structure, and Optical Properties of Cellulose and Polyaniline Nanohybrid

A Quantum Chemical Study on the Bonding Mechanism, Electronic Structure, and Optical Properties of Cellulose and Polyaniline Nanohybrid

Corrosion Rate and Mechanism of Degradation of Chitosan/TiO2 Coatings Deposited on MgZnCa Alloy in Hank's Solution.

Overly fast corrosion degradation of biodegradable magnesium alloys has been a major problem over the last several years. The development of protective coatings by using biocompatible, biodegradable, and non-toxic material such as chitosan ensures a reduction in the rate of corrosion of Mg alloys in simulated body fluids. In this study, chitosan/TiO2 nanocomposite coating was used for the first time to hinder the corrosion rate of Mg19Zn1Ca alloy in Hank's solution. The main goal of this research is to investigate and explain the corrosion degradation mechanism of Mg19Zn1Ca alloy coated by nanocomposite chitosan-based coating. The chemical composition, structural analyses, and corrosion tests were used to evaluate the protective properties of the chitosan/TiO2 coating deposited on the Mg19Zn1Ca substrate. The chitosan/TiO2 coating slows down the corrosion rate of the magnesium alloy by more than threefold (3.6 times). The interaction of TiO2 (NPs) with the hydroxy and amine groups present in the chitosan molecule cause their uniform distribution in the chitosan matrix. The chitosan/TiO2 coating limits the contact of the substrate with Hank's solution.

Biobased partially crosslinked polyβ-hydroxyesters synthesized from low-melt carboxyl-polyamides and a dicyclocarbonate

A new kind of biobased partially crosslinked polyβ-hydroxyesters (cPHEs) was synthesized through the ring-opening polymerization of a five-membered dicyclocarbonate and carboxyl-terminated dimer acid (DA) oligopolyamides (DAPAcs). The DAPAcs provided carboxyl groups and attacked the cyclocarbonate groups to form β-hydroxyester units, which was confirmed by a model reaction. DAPAcs were synthesized from hexamethylenediamine and excess DA. Their structure and properties were confirmed by FTIR, 1H NMR, and DSC. cPHEs exhibited semicrystalline characters with good thermal properties evidenced by wide-angle X-ray scattering, DSC, and TGA. Introducing DAPA sequences improved intermolecular interactions and tensile strength. The attack of pendent hydroxy groups to remaining cyclocarbonate groups led to crosslinked cPHEs. Dynamic β-hydroxylester segments impart the reprocessability of cPHEs, and stress relaxation experiments were conducted at different temperatures to evaluate the exchange kinetics. A new synthetic route different from normal epoxy-carboxyl route was established. This method broadens the research of polyβ-hydroxylesters and their application range.

Design, synthesis of ceramide 1-phosphate analogs and their affinity for cytosolic phospholipase A2 as evidenced by surface plasmon resonance

Ceramide 1-phosphate (C1P) is a lipid mediator that specifically binds and activates cytosolic phospholipase A2α (cPLA2α). To elucidate the structure–activity relationship of the affinity of C1P for cPLA2α in lipid environments, we prepared a series of C1P analogs containing structural modifications in the hydrophilic parts and subjected them to surface plasmon resonance (SPR). The results suggested the presence of a specific binding site for cPLA2α on the amide, 3-OH and phosphate groups in C1P structure. Especially, dihydro-C1P exhibited enhanced affinity for cPLA2α, suggesting the hydrogen bonding ability of 3-hydroxy group is important for interactions with cPLA2α. This study helps to understand the influence of specific structural moieties of C1P on the interaction with cPLA2α at the atomistic level and may lead to the design of drugs that regulate cPLA2α activation.

Reaction mechanisms of chlorinated disinfection byproducts formed from nitrophenol compounds with different structures during chlor(am)ination and UV/post-chlor(am)ination

Nitrophenol compounds (NCs) have high formation potentials of disinfection byproducts (DBPs) in water disinfection processes, however, the reaction mechanisms of DBPs formed from different NCs are not elucidated clearly. Herein, nitrobenzene, phenol, and six representative NCs were used to explore the formation mechanisms of chlorinated DBPs (Cl-DBPs) during chlor(am)ination and UV/post-chlor(am)ination. Consequently, the coexistence of nitro and hydroxy groups in NCs facilitated the electrophilic substitution to produce intermediates of Cl-DBPs, and the different positions of nitro and hydroxy groups also induced different yields and formation mechanisms of Cl-DBPs during the chlorination and UV/post-chlorination processes. Besides, the amino, chlorine, and methyl groups significantly influenced the formation mechanisms of Cl-DBPs during the chlorination and UV/post-chlorination processes. Furthermore, the total Cl-DBPs yields from the six NCs followed a decreasing order of 2-chloro-3-nitrophenol, 3-nitrophenol, 2-methyl-3-nitrophenol, 2-amino-4-nitrophenol, 2-nitrophenol, and 4-nitrophenol during chlorination and UV/post-chlorination. However, the total Cl-DBPs yields from the six NCs during chloramination and UV/post-chloramination followed a quite different order, which might be caused by additional reaction mechanisms, e.g., nucleophilic substitution or addition might occur to NCs in the presence of monochloramine (NH2Cl). This work can offer deep insights into the reaction mechanisms of Cl-DBPs from NCs during the chlor(am)ination and UV/post-chlor(am)ination processes.

Application of Hierarchically Porous Chitosan Monolith for Enzyme Immobilization.

Enzyme immobilization is a crucial technique for improving the stability of enzymes. Compared with free enzymes, immobilized enzymes offer several advantages in industrial applications. Efficient enzyme immobilization requires a technique that integrates the advantages of physical absorption and covalent binding while addressing the limitations of conventional support materials. This study offers a practical approach for immobilizing α-amylase on a hierarchically porous chitosan (CS) monolith. An optimized CS monolith was fabricated using chemically modified chitin by thermally induced phase separation. By combining physical adsorption and covalent bonding, this technique leverages the amino and hydroxy groups present in CS to facilitate effective enzyme binding and stability. α-Amylase immobilized on the CS monolith demonstrated excellent stability, reusability, and increased activity compared to its soluble counterpart across various pH levels and temperatures. In addition, the CS monolith exhibited a significant potential to immobilize other enzymes, namely, lipase and catalase. Immobilized lipase and catalase exhibited higher loading capacities and enhanced activities than their soluble forms. This versatility highlights the broad applicability of CS monoliths as support materials for various enzymatic processes. This study provides guidelines for fabricating hierarchical porous monolith structures that can provide efficient enzyme utilization in flow systems and potentially enhance the cost-effectiveness of enzymes in industrial applications.