Effects of Covalent or Noncovalent Binding of Different Polyphenols to Acid-Soluble Collagen on Protein Structure, Functionality, and Digestibility

Wang, Yang; Zhou, Jiaping; Tian, Xiaojing; Bai, Lei; Ma, Chenwei; Chen, Yuan; Li, Yu; Wang, Wenhang

doi:10.1021/acs.jafc.3c06510

Cited by 10 publications

(2 citation statements)

References 52 publications

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“…TA is a polyphenolic compound that strongly binds to proteins via hydrophobic and hydrogen bonds [ 48 ]. Many studies have been conducted to utilize protein-binding TA for its therapeutic effects [ 49 , 50 ]. Recently, Mao et al found that TA can bind to the two most abundant proteins, voltage-dependent anion selective channel and translocase of the outer membrane, on the outer mitochondrial membrane and exert excellent mitochondria-targeting properties [ 19 ].…”

Section: Resultsmentioning

confidence: 99%

Microenvironment-responsive metal-phenolic network release platform with ROS scavenging, anti-pyroptosis, and ECM regeneration for intervertebral disc degeneration

Zhou,

He,

Liu

et al. 2024

Bioactive Materials

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Section: Resultsmentioning

confidence: 99%

Microenvironment-responsive metal-phenolic network release platform with ROS scavenging, anti-pyroptosis, and ECM regeneration for intervertebral disc degeneration

Zhou,

He,

Liu

et al. 2024

Bioactive Materials

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“…Indeed, the crosslinking of collagen by polyphenols has been widely investigated and applied in many technological domains [32,38]. To stay in medical applications, polyphenolic compounds and mixtures are used to cross-link the collagen of dentine to increase the mechanical strength of the adhesion layer between dentin and composites [42][43][44][45][46][47]. Proanthocyanidins (PA), which make up a significant fraction of the extract we used, have been shown to induce effects both to the secondary and tertiary structure of collagen, and a significant role for hydrogen bonding in the stabilization of collagen by PA has been suggested [48][49][50].…”

Section: Discussionmentioning

confidence: 99%

Preliminary Evaluation of Bioactive Collagen–Polyphenol Surface Nanolayers on Titanium Implants: An X-ray Photoelectron Spectroscopy and Bone Implant Study

Morra,

Iviglia,

Cassinelli

et al. 2024

JFB

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To endow an implant surface with enhanced properties to ensure an appropriate seal with the host tissue for inflammation/infection resistance, next-generation bone implant collagen–polyphenol nanolayers were built on conventional titanium surfaces through a multilayer approach. X-ray Photoelectron Spectroscopy (XPS) analysis was performed to investigate the chemical arrangement of molecules within the surface layer and to provide an estimate of their thickness. A short-term (2 and 4 weeks) in vivo test of bone implants in a healthy rabbit model was performed to check possible side effects of the soft surface layer on early phases of osteointegration, leading to secondary stability. Results show the building up of the different nanolayers on top of titanium, resulting in a final composite collagen–polyphenol surface and a layer thickness of about 10 nm. In vivo tests performed on machined and state-of-the-art microrough titanium implants do not show significant differences between coated and uncoated samples, as the surface microroughness remains the main driver of bone-to-implant contact. These results confirm that the surface nanolayer does not interfere with the onset and progression of implant osteointegration and prompt the green light for specific investigations of the potential merits of this bioactive coating as an enhancer of the device/tissue seal.

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Covalent conjugation of Inca peanut albumin and polyphenols with different phenolic hydroxyl numbers through laccase catalysis to improve functional properties

Wu,

Li,

Liu

et al. 2024

J Sci Food Agric

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BACKGROUNDEnzymatic crosslinking is a method that can be used to modify Inca peanut albumin (IPA) using polyphenols, and provides desirable functionalities; however, the effect of polyphenol structures on conjugate properties is unclear. In this study, we selected four polyphenols with different numbers of phenolic hydroxyl groups [para‐hydroxybenzoic acid (HBA), protocatechuic acid (PCA), gallic acid (GA), and epigallocatechin gallate (EGCG)] for covalent modification of IPA by enzymatic crosslinking, and explored the structure–function changes of the IPA–polyphenol conjugates.RESULTSSodium dodecyl sulfate‐polyacrylamide gel electrophoresis (SDS‐PAGE) and matrix‐assisted laser desorption/ionization time‐of‐flight mass spectrometry (MALDI‐TOF‐MS) analysis showed that laccase successfully promoted covalent crosslinking of IPA with polyphenols, with the order of degree of conjugation as EGCG > GA > PCA > HBA, the IPA–EGCG conjugate showed the highest polyphenol binding equivalents (98.35 g kg−1 protein), and a significant reduction in the content of free amino, sulfhydryl, and tyrosine group. The oxidation of polyphenols by laccase forms quinone or semiquinone radicals that are covalently crosslinked to the reactive groups of IPA, leading to significant changes in the secondary and tertiary structures of IPA, with spherical structures transforming into dense lamellar structures. The 2,2‐diphenyl‐1‐picrylhydrazyl (DPPH) radical scavenging ability and emulsification stability of IPA–EGCG conjugates improved by almost 6‐fold and 2.7‐fold, respectively, compared with those of unmodified IPA.CONCLUSIONThese data suggest that the higher the number of polyphenol hydroxyl groups, the higher the degree of IPA–polyphenol conjugation; additionally, enzymatic crosslinking can significantly improve the functional properties of IPA. © 2024 Society of Chemical Industry.

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Effects of Covalent or Noncovalent Binding of Different Polyphenols to Acid-Soluble Collagen on Protein Structure, Functionality, and Digestibility

Cited by 10 publications

References 52 publications

Microenvironment-responsive metal-phenolic network release platform with ROS scavenging, anti-pyroptosis, and ECM regeneration for intervertebral disc degeneration

Microenvironment-responsive metal-phenolic network release platform with ROS scavenging, anti-pyroptosis, and ECM regeneration for intervertebral disc degeneration

Preliminary Evaluation of Bioactive Collagen–Polyphenol Surface Nanolayers on Titanium Implants: An X-ray Photoelectron Spectroscopy and Bone Implant Study

Covalent conjugation of Inca peanut albumin and polyphenols with different phenolic hydroxyl numbers through laccase catalysis to improve functional properties

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