Dual-functionalized hyaluronic acid as a facile modifier to prepare polyanionic collagen

Zhang, Min; Yang, Junhui; Deng, Feng; Guo, Chenchen; Yang, Qili; Wu, Hui; Ni, Yonghao; Huang, Liulian; Chen, Lihui; Ding, Chaoliang

doi:10.1016/j.carbpol.2019.03.086

Cited by 22 publications

(10 citation statements)

References 49 publications

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“…Crosslinking would be formed between the active ester groups and the amino groups of collagen molecules, thus enhancing the thermal stability of collagen (Scheme 4d). Citric acid, adipic acid, gallic acid, poly (γ-glutamic acid) and poly (α,β-malic acid) have been chosen into system of NHS-activated carboxylic acid esters [208,[224][225][226][227][228][229][230]. The properties of collagen crosslinked using NHS activated adipic acid (NHS-AA) were studied by Li and her group [208,[224][225][226][227].…”

Section: Other Crosslinkersmentioning

confidence: 99%

“…The appearance of the gels was non-transparent for CAF and became transparent for CSF and CBF at a [NHS-AA]/ [NH 2 ] ratio > 0.6/1 [227]. Additionally, the isoelectric point of crosslinked collagen could be decreased via introducing extra carboxyl groups by NHS-activated carboxylic acid esters to made it possible to dissolve in the neutral water [228][229][230].…”

Section: Other Crosslinkersmentioning

confidence: 99%

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Factors affecting thermal stability of collagen from the aspects of extraction, processing and modification

Zhang

Shen

et al. 2020

J Leather Sci Eng

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Collagen, as a thermal-sensitive protein, is the most abundant structural protein in animals. Native collagen has been widely applied in various fields due to its specific physicochemical and biological properties. The beneficial properties would disappear with the collapse of the unique triple helical structure during heating. Understanding thermal stability of collagen is of great significance for practical applications. Previous studies have shown the thermal stability would be affected by the different sources, extraction methods, solvent systems in vitro and modified methods. Accordingly, the factors affecting thermal stability of collagen are discussed in detail in this review.

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Section: Other Crosslinkersmentioning

confidence: 99%

Section: Other Crosslinkersmentioning

confidence: 99%

Factors affecting thermal stability of collagen from the aspects of extraction, processing and modification

Zhang

Shen

et al. 2020

J Leather Sci Eng

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“…Hydroxyl groups can be simply modified through esterification etherification, or divinyl sulfone coupling. Carboxyl groups modification by amidation or esterification is usually mediated by carbodiimide [106]. Partial and terminal modification generate two common subtypes of HA derivatives [107].…”

Section: Hamentioning

confidence: 99%

Layer-by-Layer Cell Encapsulation for Drug Delivery: The History, Technique Basis, and Applications

Lei

Feng

et al. 2022

Pharmaceutics

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The encapsulation of cells with various polyelectrolytes through layer-by-layer (LbL) has become a popular strategy in cellular function engineering. The technique sprang up in 1990s and obtained tremendous advances in multi-functionalized encapsulation of cells in recent years. This review comprehensively summarized the basis and applications in drug delivery by means of LbL cell encapsulation. To begin with, the concept and brief history of LbL and LbL cell encapsulation were introduced. Next, diverse types of materials, including naturally extracted and chemically synthesized, were exhibited, followed by a complicated basis of LbL assembly, such as interactions within multilayers, charge distribution, and films morphology. Furthermore, the review focused on the protective effects against adverse factors, and bioactive payloads incorporation could be realized via LbL cell encapsulation. Additionally, the payload delivery from cell encapsulation system could be adjusted by environment, redox, biological processes, and functional linkers to release payloads in controlled manners. In short, drug delivery via LbL cell encapsulation, which takes advantage of both cell grafts and drug activities, will be of great importance in basic research of cell science and biotherapy for various diseases.

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“…Specially, a collagen modifier can be prepared through the reaction between the carboxyl groups of polycarboxylic acid and hydroxyl groups of NHS to gain NHS-activated esters, which can react with the amino groups of collagen to endow improved water solubility and thermostability on collagen simultaneously. Previously, we reported NHS-activated γ-polyglutamic acid esters (γ-PGA-NHS esters) 9 and NHS-activated hyaluronic acid esters (HA-NHS esters) 21 as a kind of bifunctional modifiers for collagen. Nevertheless, both γ-PGA (∼1000 kDa, respectively) and HA (∼24 kDa) had a molecular weight (MW) close to or even lower than that of native collagen (300 kDa).…”

Section: ■ Introductionmentioning

confidence: 99%

“…Previously, we reported NHS-activated γ-polyglutamic acid esters (γ-PGA-NHS esters) and NHS-activated hyaluronic acid esters (HA-NHS esters) as a kind of bifunctional modifiers for collagen. Nevertheless, both γ-PGA (∼1000 kDa, respectively) and HA (∼24 kDa) had a molecular weight (MW) close to or even lower than that of native collagen (300 kDa).…”

Section: Introductionmentioning

confidence: 99%

Novel Modification of Collagen: Realizing Desired Water Solubility and Thermostability in a Conflict-Free Way

et al. 2020

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Because of poor water solubility and low thermostability, the application of collagen is limited seriously in fields such as injectable biomaterials and cosmetics. In order to overcome the two drawbacks simultaneously, a novel bifunctional modifier based on the esterification of polyacrylic acid (PAA) with N-hydroxysuccinimide (NHS) was prepared. The esterification degree of PAA-NHS esters was increased upon increasing the NHS dose, which was confirmed by Fourier-transform infrared (FTIR) and nuclear magnetic resonance spectrascopy. FTIR results indicated that the triple helix of the modified collagens remained integrated, whereas the molecular weight became larger, as reflected by the sodium dodecyl sulfate−polyacrylamide gel electrophoresis pattern. The modified collagens displayed excellent water solubility under neutral condition, owing to lower isoelectric point (3.1−4.3) than that of native collagen (7.1). Meanwhile, denaturation temperatures of the modified collagens were increased by 4.8−5.9 °C after modification. The modified collagen displayed hierarchical microstructures, as reflected by field-emission scanning electron microscopy, while atomic force microscopy further revealed a "fishing net-like" network in the nanoscale, reflecting a unique aggregation behavior of collagen macromolecules after modification. As a whole, the PAA-NHS ester as a bifunctional modifier endowed collagen with desired water solubility and thermostability in a conflict-free manner, which was beneficial to the process and application of the water-soluble collagen.

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Dual-functionalized hyaluronic acid as a facile modifier to prepare polyanionic collagen

Cited by 22 publications

References 49 publications

Factors affecting thermal stability of collagen from the aspects of extraction, processing and modification

Factors affecting thermal stability of collagen from the aspects of extraction, processing and modification

Layer-by-Layer Cell Encapsulation for Drug Delivery: The History, Technique Basis, and Applications

Novel Modification of Collagen: Realizing Desired Water Solubility and Thermostability in a Conflict-Free Way

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