A decrease in moisture absorption–retention capacity of N-deacetylation of hyaluronic acid

Zhang, Wuxia; Mu, Haibo; Zhang, Amin; Cui, Guoting; Chen, Hua; Duan, Jinyou; Wang, Shunchun

doi:10.1007/s10719-012-9457-3

Cited by 42 publications

(19 citation statements)

References 24 publications

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“…We deduced that the moisture retention competence of the KGOK may be due to its chemical structure. From previous studies, the water retention mechanism of hyaluronic acid depends on its helical columnar structure and hydroxyl group [34]. Biological polysaccharides which possess polyhydrophilic groups can bond with water in the form of hydrogen bonds [35].…”

Section: Antimicrobial Activitymentioning

confidence: 99%

Synthesis, Antimicrobial, Moisture Absorption and Retention Activities of Kojic Acid-Grafted Konjac Glucomannan Oligosaccharides

et al. 2019

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Kojic acid (KA) with antibacterial activities produced by fermentation was grafted onto konjac glucomannan oligosaccharide (KGO) composed of glucose and mannose linked by β-1,4 glycosidic bonds. A novel KGO derivative, konjac glucomannan oligosaccharide kojic acid (KGOK) possessing both moisture retention and antibacterial activities was synthesized. The structure of KGOK was characterized and analyzed by thermogravimetric analysis (TG), XRD, UV-vis absorption, FTIR, and 1 H NMR. The analysis results suggest that KA was linked to the KGO molecular chain through a covalent bond, and the reaction site of KA was the methylol group. The studies demonstrate that KGOK maintained the excellent moisture absorption and retention properties of KGO and the good antibacterial activities of KA. The minimum inhibitory concentration (MIC) of KGOK is 2 mg/mL for Staphylococcus aureus, Staphylococcus epidermidis, Shewanella putrefaciens, and Salmonella enterica, while its MIC is 3 mg/mL for Escherichia coli. The multi-functionality of the KGOK synthesized from natural sources provides a theoretical foundation for their potential applications in the preservation of food, beverage, aquatic, and cosmetic products.Polymers 2019, 11, 1979 2 of 12 and KGO have many good properties, these functionalities can be further improved through certain molecular modifications. Various forms of KGM derivatives obtained by physical, chemical, and enzymatical modifications have been used in a range of different applications, including biodegradable films, medical and pharmaceutical materials, functional foods, and aerogel [10]. Thus, the modification of KGM and KGO gains much interest from numerous researchers because of their better performance in food applications.Kojic acid (KA), 5-hydroxy-2-hydroxymethyl-1,4-pyrone, is a weakly acidic secondary metabolite produced by aerobic fermentation of Aspergillus, Acetobacter, and Penicillium. KA has a variety of biological activities, including antibacterial, antifungal, antiviral, and antioxidant activities [16][17][18][19]. Therefore, KA and its derivatives have attracted much attention for their variety of biological activities.In aquatic product preservation, the most common challenges are water retention and bacterial inhibition. Foodborne pathogens and spoilage bacteria such as Staphylococcus aureus, Shewanella putrefaciens, Escherichia coli, and Salmonella enterica, which are common strains found in aquatic products [20][21][22]. Staphylococcus epidermidis is a bacterium that breeds on the epidermis of organisms. Most of them are non-pathogenic bacteria and a few can cause diseases. S. aureus is a commensal and opportunistic pathogen that can cause contamination of food products during preparation and processing [23]. S. putrefaciens is a marine, gram-negative bacterium which plays a role in the food industry as a spoilage bacterium of marine fish and chicken due to its ability to produce volatile sulfides, amines, and the fishy-smelling compound trimethylamine [24]. As one of the oligosaccharides...

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Section: Antimicrobial Activitymentioning

confidence: 99%

Synthesis, Antimicrobial, Moisture Absorption and Retention Activities of Kojic Acid-Grafted Konjac Glucomannan Oligosaccharides

et al. 2019

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“…Hyaluronic acid (HA) is a biopolymer found mainly in the extracellular space [4] and joints [5,6]. The primary physiological function of HA is its buffering action, which is due to its excellent viscoelastic properties after water absorption [7]. Thus, traditionally, HA was reportedly used as a medical material for retaining skin moisture and for osteoarthritis therapy [8].…”

Section: Introductionmentioning

confidence: 99%

Gamma-Irradiation-Prepared Low Molecular Weight Hyaluronic Acid Promotes Skin Wound Healing

Huang

Lew

et al. 2019

Polymers

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In this study, we prepared low-molecular-weight hyaluronic acid (LMWHA) powder by γ-irradiation. The chemical and physical properties of γ-irradiated LMWHA and the in vitro cellular growth experiments with γ-irradiated LMWHA were analyzed. Then, hyaluronic acid exposed to 20 kGy of γ-irradiation was used to fabricate a carboxymethyl cellulose (CMC)/LMWHA fabric for wound dressing. Our results showed that γ-irradiated LMWHA demonstrated a significant alteration in carbon–oxygen double bonding and can be detected using nuclear magnetic resonance and ultraviolet (UV)-visible (Vis) spectra. The γ-irradiated LMWHA exhibited strain rate-dependent Newton/non-Newton fluid biphasic viscosity. The viability of L929 skin fibroblasts improved upon co-culture with γ-irradiated LMWHA. In the in vivo animal experiments, skin wounds covered with dressings prepared by γ-irradiation revealed acceleration of wound healing after two days of healing. The results suggest that γ-irradiated LMWHA could be a potential source for the promotion of skin wound healing.

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“…A careful inspection of the literature revealed there were just two reported methods to partially de‐acetylate HA: a chemical method using hydrazine; and a recent enzymatic method for which no final average molecular weight was disclosed . We decided to focus on finding an appropriate chemical method using strong organic nucleophiles such as hydrazine, ethylene diamine and hydroxylamine. In the case of the latter, there were very few relevant references in the literature , …”

Section: Resultsmentioning

confidence: 99%

Rapid and Selective Cleavage of Amide Groups at Neutral pH: Applications from Hyaluronic Acid to Small Molecules

et al. 2018

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A decrease in moisture absorption–retention capacity of N-deacetylation of hyaluronic acid

Cited by 42 publications

References 24 publications

Synthesis, Antimicrobial, Moisture Absorption and Retention Activities of Kojic Acid-Grafted Konjac Glucomannan Oligosaccharides

Synthesis, Antimicrobial, Moisture Absorption and Retention Activities of Kojic Acid-Grafted Konjac Glucomannan Oligosaccharides

Gamma-Irradiation-Prepared Low Molecular Weight Hyaluronic Acid Promotes Skin Wound Healing

Rapid and Selective Cleavage of Amide Groups at Neutral pH: Applications from Hyaluronic Acid to Small Molecules

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