Enhanced catalytic activity of new acryloyl crosslinked cellulose dialdehyde-nitrilase Schiff base and its reduced form for nitrile hydrolysis

Jamwal, Shivani; Dautoo, Umesh K.; Ranote, Sunita; Dharela, Rohini; Chauhan, Ghanshyam S.

doi:10.1016/j.ijbiomac.2019.03.034

Cited by 15 publications

(6 citation statements)

References 53 publications

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“…Zein and NaCas exhibited common protein characteristic peaks of hydrogen bonds, amide I and amide II groups [14,16]. The stretching of Schiff base formation [24] in the range of 1036–1639 cm −1 was observed in all complex nanoparticles prepared with oxidized dextran, both unheated and heated samples. However, this peak overlapped with the amide bonds present in two proteins.…”

Section: Resultsmentioning

confidence: 99%

Oxidized Dextran as a Macromolecular Crosslinker Stabilizes the Zein/Caseinate Nanocomplex for the Potential Oral Delivery of Curcumin

Rodriguez

Luo

2019

Molecules

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In this study, we prepared complex nanoparticles from a combination of two proteins and one polysaccharide for the encapsulation and delivery of lipophilic bioactive compounds. Two proteins, zein and sodium caseinate (NaCas), provided a hydrophobic core for the encapsulation of a lipophilic compound (curcumin), while a polysaccharide dialdehyde, oxidized dextran, served as the coating material and macromolecular crosslinker to create covalent linkage with two proteins for stabilization purposes. The heating time and crosslinker concentration were optimized to achieve the desirable colloidal stability in simulated gastric and intestinal fluids. Our results suggested that heating time played a more important role than the concentration of oxidized dextran. The optimized complex nanoparticles had a particle size of around 150 nm with a PDI < 0.1 and negative surface charge. Morphological observation by transmission electron microscopy revealed a spherical shape and uniform size distribution. Fourier transform infrared and fluorescence spectroscopies evidenced the formation of Schiff base complex, confirming the validity of covalent crosslinking. Furthermore, the complex nanoparticles demonstrated superior encapsulation properties for curcumin, showing an efficiency of >90% at 10% loading. A rather slow kinetic release profile of curcumin from complex nanoparticles was observed under simulated gastrointestinal conditions. The complex nanoparticles prepared from zein, NaCas, and oxidized dextran hold promising potential for the oral delivery of lipophilic bioactive compounds.

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Section: Resultsmentioning

confidence: 99%

Oxidized Dextran as a Macromolecular Crosslinker Stabilizes the Zein/Caseinate Nanocomplex for the Potential Oral Delivery of Curcumin

Rodriguez

Luo

2019

Molecules

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“…These peaks were highly similar to those of SA-CS, NaCas, and Odex, and the changes in the wavenumber in the amide bond region indicate the occurrence of electrostatic interactions between biopolymers [ 45 ]. All the composite nanoparticles prepared with Odex exhibited peaks at 1037-1643 cm −1 , corresponding to the stretching of the Schiff base formed during crosslinking [ 46 ]. Furthermore, NPO exhibited only one band at 1728 cm −1 , possibly due to the overlapping of the ester bond-extended group in SA-CS with the unreacted aldehyde group in Odex [ 44 ].…”

Section: Resultsmentioning

confidence: 99%

Effects of Different Molecular Weight Oxidized Dextran as Crosslinkers on Stability and Antioxidant Capacity of Curcumin-Loaded Nanoparticles

Shen

Chen²,

et al. 2023

Foods

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Curcumin is a polyphenolic compound that has been widely investigated for its health benefits. However, the clinical relevance of curcumin is limited due to its low water solubility and inefficient absorption. Therefore, curcumin is often encapsulated in nanocarriers to improve its delivery and function. In this study, composite nanoparticles composed of stearic acid-modified chitosan (SA-CS) and sodium caseinate (NaCas) were formed using sodium periodate-oxidized dextran with different molecular weights as a crosslinking agent. The effects of oxidized dextran (Odex) with different molecular weights on the composite nanoparticles were compared. The optimal SA-CS/NaCas/Odex composite nanoparticle (NPO) was obtained using an Odex (150 kDa)-to-SA-CS mass ratio of 2:1. Its size, polydispersity index (PDI), and zeta potential (ZP) were 130.2 nm, 0.149, and 25.4 mV, respectively. The particles were highly stable in simulated gastric fluid (SGF) in vitro, and their size and PDI were 172.3 nm and 0.263, respectively. The encapsulation rate of NPO loaded with curcumin (Cur-NPO) was 93% under optimal ultrasonic conditions. Compared with free curcumin, the sustained release of Cur-NPO significantly reduced to 17.9%, and free-radical-scavenging ability improved to 78.7%. In general, the optimal prepared NPO exhibited good GI stability and has potential applications in the formulation of orally bioactive hydrophobic drugs.

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“…NLases rarely exhibit higher thermostabilities except for those from extremophiles such as Pyrococcus abyssi ; however, the disadvantage of this NLase is its narrow substrate specificity [ 3 ]. However, the thermal stabilities could be improved by various techniques such as co-expression of GroEL/ES chaperone genes from Rhodococcus ruber [ 30 ] or by enzyme cross-linking with acryloyl-crosslinked cellulose dialdehyde [ 31 ].…”

Section: Discussionmentioning

confidence: 99%

Plant Nitrilase Homologues in Fungi: Phylogenetic and Functional Analysis with Focus on Nitrilases in Trametes versicolor and Agaricus bisporus

et al. 2020

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Fungi contain many plant-nitrilase (NLase) homologues according to database searches. In this study, enzymes NitTv1 from Trametes versicolor and NitAb from Agaricus bisporus were purified and characterized as the representatives of this type of fungal NLase. Both enzymes were slightly more similar to NIT4 type than to NIT1/NIT2/NIT3 type of plant NLases in terms of their amino acid sequences. Expression of the synthetic genes in Escherichia coli Origami B (DE3) was induced with 0.02 mM isopropyl β-D-1-thiogalactopyranoside at 20 °C. Purification of NitTv1 and NitAb by cobalt affinity chromatography gave ca. 6.6 mg and 9.6 mg of protein per 100 mL of culture medium, respectively. Their activities were determined with 25 mM of nitriles in 50 mM Tris/HCl buffer, pH 8.0, at 30 °C. NitTv1 and NitAb transformed β-cyano-L-alanine (β-CA) with the highest specific activities (ca. 132 and 40 U mg−1, respectively) similar to plant NLase NIT4. β-CA was transformed into Asn and Asp as in NIT4 but at lower Asn:Asp ratios. The fungal NLases also exhibited significant activities for (aryl)aliphatic nitriles such as 3-phenylpropionitrile, cinnamonitrile and fumaronitrile (substrates of NLase NIT1). NitTv1 was more stable than NitAb (at pH 5–9 vs. pH 5–7). These NLases may participate in plant–fungus interactions by detoxifying plant nitriles and/or producing plant hormones. Their homology models elucidated the molecular interactions with various nitriles in their active sites.

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Enhanced catalytic activity of new acryloyl crosslinked cellulose dialdehyde-nitrilase Schiff base and its reduced form for nitrile hydrolysis

Cited by 15 publications

References 53 publications

Oxidized Dextran as a Macromolecular Crosslinker Stabilizes the Zein/Caseinate Nanocomplex for the Potential Oral Delivery of Curcumin

Oxidized Dextran as a Macromolecular Crosslinker Stabilizes the Zein/Caseinate Nanocomplex for the Potential Oral Delivery of Curcumin

Effects of Different Molecular Weight Oxidized Dextran as Crosslinkers on Stability and Antioxidant Capacity of Curcumin-Loaded Nanoparticles

Plant Nitrilase Homologues in Fungi: Phylogenetic and Functional Analysis with Focus on Nitrilases in Trametes versicolor and Agaricus bisporus

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