We introduce a simple method for producing guanidinylation of chitosan (CS) with 1‑amidinopyrazole hydrochloride (AP). Production of GCS is proved via NMR, IR, and elemental analyses. In a reaction using 4.5 eq of AP for 7 days at room temperature, we obtained GCS with 42.3% of degree of guanidinylation (DG). The DG value can be controlled by the reaction time and AP amount. Furthermore, remarkable enhancement of the interaction between GCS and bovine serum albumin by guanidinylation was observed. This simple guanidinylation method for CS could provide novel additives for protein/peptide delivery systems.
Download full-text PDF |
Source |
|---|---|
| http://dx.doi.org/10.1016/j.ijbiomac.2018.12.138 | DOI Listing |
Publication Analysis
Top Keywords
Similar Publications
Guanidinylated bioactive chitosan-based injectable hydrogels with pro-angiogenic and mechanical properties for accelerated wound closure.
Int J Biol Macromol
February 2024
Institute of Biological and Medical Engineering, Guangdong Academy of Sciences, Guangzhou 510632, PR China; National Engineering Research Center for Healthcare Devices, Guangzhou 510632, PR China; Guangdong Key Lab of Medical Electronic Instruments and Polymer Material Products, Guangzhou 510632, PR China. Electronic address:
Wound healing is a complex process involving the concerted action of many genes and signaling pathways, with angiogenesis being crucial for expediting wound closure. Dressings that possess pro-angiogenic properties are increasingly recognized as attractive candidates for wound care. Drawing inspiration from the active closure of wounds in embryos, we have developed a thermo-responsive hydrogel with mechanoactive properties, combining vascular regeneration and skin wound contraction to accelerate healing.
View Article and Find Full Text PDFEvaluation of the Safety and Gastrointestinal Migration of Guanidinylated Chitosan after Oral Administration to Rats.
J Funct Biomater
June 2023
Faculty of Pharmaceutical Sciences, Sojo University, 4-22-1 Ikeda, Nishi-ku, Kumamoto 860-0082, Japan.
Arginine-rich membrane-permeable peptides (APPs) can be delivered to cells by forming complexes with various membrane-impermeable bioactive molecules such as proteins. We recently reported on the preparation of guanidinylated chitosan (GCS) that mimics arginine peptides, using chitosan, a naturally occurring cationic polysaccharide, and confirmed that it enhances protein permeability in an in vitro cell system. However, studies on the in vivo safety of GCS are not available.
View Article and Find Full Text PDFGuanidinylated/PEGylated chitosan in the bioink promotes the formation of multi-layered keratinocytes in a human skin equivalent.
Carbohydr Polym
August 2023
Key Laboratory of Photochemical Conversion and Optoelectronic Materials, Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, 29 Zhongguancun East Road, Beijing 100190, PR China; School of Future Technology, University of Chinese Academy of Sciences, Beijing, 100049, PR China. Electronic address:
The biological differences of skin between rodent and human beings and the strong appeal to replace the experimental animals have led to the development of alternative models with structures similar to the real human skin. Keratinocytes cultured in vitro on conventional dermal scaffolds tend to form monolayer rather than multi-layer epithelial tissue architectures. How to construct human skin or epidermal equivalents with multi-layered keratinocytes similar to real human epidermis remains one of the greatest challenges.
View Article and Find Full Text PDFOptimized carboxymethyl cellulose and guanidinylated chitosan enriched with titanium oxide nanoparticles of improved UV-barrier properties for the active packaging of green bell pepper.
Int J Biol Macromol
December 2020
Chemistry Department, Faculty of Science, Cairo University, Giza 12613, Egypt.
Edible films based on chitosan biguanidine hydrochloride and CMC were optimized for the minimum water vapor permeability (WVP) using the 3-level factorial design. Titanium oxide nanoparticles (nTiO) were incorporated in different contents into the optimized film (O). FTIR and H NMR confirmed the successful preparation of films.
View Article and Find Full Text PDFDetoxification Properties of Guanidinylated Chitosan Against Chemical Warfare Agents and Its Application to Military Protective Clothing.
Polymers (Basel)
June 2020
Department of Textile System Engineering, Kyungpook National University, Daegu 41566, Korea.
This study investigates the detoxification properties of guanidinylated chitosan against chemical warfare agents and its application to the preparation of military protective clothing. Guanidinylated chitosan was synthesized by chitosan guanidinylation with cyanamide. The detoxification properties of the guanidinylated chitosan were then evaluated using a chemical warfare agent simulant, called diisopropylfluorophosphate (DFP).
View Article and Find Full Text PDFWant AI Summaries of new PubMed Abstracts delivered to your In-box?
Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!