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키토산 C-6에 Amine기를 갖는 Polyamino Acid 유도체의 합성과 생물학적 활성에 관한 연구
류성렬 ( Soung Ryual Ryu ) 한국유화학회 2011 한국응용과학기술학회지 Vol.28 No.4
Chitosan is widely used in cosmetics and medical fields. Special emphasis has been put on the chemical modification of chitosan to explore its full potential. We have described the synthesis and biological activity of novel peptide amino acid derivatives. The polyamino acid derivatives were synthesized by introducing alkylamine functional group on chitosan at C-6. The poor aqueous solubility of chitosan derivatives hinder both pharmacological studies and pharmaceutical development. To make amino acid coupled chitosan derivatives with improved biological effect and solubility, some attempts have been taken to consist of amino peptide group like aspartic acid and phenylalanine-aspartic acid derivatives onto chitosan C-6. The resultingly substituted chitosan was characterized by solubility in various solvents. We measured chitosan derivatives with 1H-NMR and 13C-NMR. Also; We were investigated on the physical properties and biological activities of these products.
홍동숙 ( Dong Suk Hong ),배진우 ( Jin Woo Bae ),김창목 ( Chang Mok Kim ),이준우 ( Joon Woo Lee ) 한국키틴키토산학회 2013 한국키틴키토산학회지 Vol.18 No.3
This study deals with chitin derivatives market analysis which is focused on glucosamine and chitosan. The global chitin derivatives market was estimated at 51.5 thousand metric tons for 2012, with a positive projected of 118.2 thousand metric tons expected by 2018. The glucosamine demand that accounts for 61% of chitin derivatives demand will reach 72 thousand metric tons by 2018. And sales of chitosan are projected to reach 40.6 thousand metric tons by 2018. The chitosan market is less concentrated in Japan while the glucosamine demand in Japan is still dominant over the global glucosamine market. According to the market analysis of chitosan, healthcare/medical application is expected as a promising application in Japan, US and Asia- Pacific region(excluding Japan). The increase of chitosan demand of the healthcare or medical application especially in Asia- Pacific region seems to be a driver factor for the chitosan market. So, this study also shows chitosan market and corporate trends related with healthcare or medical application. The technology innovation strategy to dominate market of the potentially promising applications including the healthcare or medical application, biotechnology related application, photography products, food and beverages, cosmetics and toiletries application is needed.
N,N-Dimethylacrylamide-g-Chitosan 공중합체의 유화안정성
정병옥 ( Jeong Byeong Og ),정석진 ( Jeong Seog Jin ),이경원 ( Lee Gyeong Won ) 한국키틴키토산학회 2004 한국키틴키토산학회지 Vol.9 No.1
신소재로 각광을 받고 있는 천연고분자 물질인 키토산의 단점을 보완하고 효과적인 활용방법을 모색하기 위하여 키토산에 단량체인 N, N-dimethylacrylamide를 그라프트공중합시켜 수용성 키토산 유도체인 DMAACs를 제조하여 유화안정성을 측정한 결과 다음과 같은 결과에 도달하였다. 키토산 유도체 제조에 사용된 키토산의 탈아세틸화도는 98.7% 이상 이었으며, 유화제로 사용한 키토산 유도체인 DMAACs의 점성도평균분자량은 7.93×10^(6)이었다. 키토산과 키토산유도체인 DMAACs의 구조확인은 FT-IR과 ^(1)H-NMR을 사용하여 키토산과 키토산 유도체가 제조되었음을 확인하였다. 유화안정성은 옥배유와 증류수의 비율이 3:2일 때 가장 좋은 혼합율을 나타내었으며, 유화제의 투입농도는 0.14%(w/v) 이상에서는 100%의 유화안정성을 나타내었다. 균질화시간에 따른 유화 안정성은 11000 rpm에서 20sec 이상 균질화시켰을 때 유화 안정성이 우수하였다. 유화저장온도가 25~65℃ 온도구간에서는 100%의 유화안정성을 나타내고 있다. 따라서 DMAACs는 W/O형의 계면활성제 임을 알 수 있었다. Chitosan has been used as a new material due to its outstanding performance. To overcome the disadvantage of chitosan such as low water solubility and to expand its application, a derivative of chitosan was prepared grafting N,N-dimethylacrylamide on the amino groups of chitosan. The deacetylation degree of chitosan was 98.7%. The water-soluble chitosan used as an emulsifier showed the viscosity-average molecular welght of 7.93×10(6). Fourier transform infrared(FT-IR) spectroscopy and H-NMR were used to confirm the synthesis of N,N-dimethylacrylamide grafted chitosan (DMAACs). Results for emulsifying agent using the perfectly stabilized beyond the concentration of 0.14 (w/v)%. In the homogenized time of 20 sec at 11,000 rpm. In addition, the emulsion was stabilized at storage temperature between 25 and 65˚C. Thus, the DMAACs can be used as an effective emulsifier and its emulsion can be applied to a W/O typed surfactant.
혈소판유래성장인자를 함유한 Chitosan/Calcium Metaphosphate의 골조직재생효과에 관한 연구
이승열,설양조,이용무,이주연,이승진,김석영,구영,류인철,한수부,최상묵,정종평,Lee, Seung-Yeol,Seol, Yang-Jo,Lee, Yong-Moo,Lee, Ju-Yeon,Lee, Seung-Jin,Kim, Suk-Young,Ku, Young,Rhyu, In-Chul,Han, Soo-Boo,Choi, Sang-Mook,Chung, Chong-Pyou 대한치주과학회 2001 Journal of Periodontal & Implant Science Vol.31 No.1
Chitosan is biodegradable natural polymer that has been demonstrated its ability to improve wound healing, and calcium metaphosphate(CMP) is a unique class of phosphate minerals having a polymeric structure. In this study, chitosan/CMP and platelet derived growth factor(PDGF-BB) loaded chitosan/CMP sponges were developed, and the effect of the sponges on bone regeneration and their possibility as scaffolds for bone formation by three-dimensional osteoblast culture were examined. PDGF-BB loaded chitosan/CMP sponges were prepared by freeze-drying of a mixture of chitosan solution and CMP powder, and soaking in a PDGF-BB solution. Fabricated sponge retained its 3-dimensional porous structure with $100-200\;{\mu}m$ pores. The release kinetics of PDGF-BB loaded onto the sponge were measured in vitro with $^{125}I-labeled$ PDGF-BB. In order to examine their possibility as scaffolds for bone formation, fetal rat calvarial osteoblastic cells were isolated, cultured, and seeded into the sponges. The cell-sponge constructs were cultured for 28 days. Cell proliferation, alkaline phosphatase activity were measured at 1, 7, 14 and 28 days, and histologic examination was performed. In order to examine the effect on the healing of bone defect, the sponges were implanted into rat calvarial defects. Rats were sacrificed 2 and 4 weeks after implantation and histologic and histomorphometrical examination were performed. An effective therapeutic concentration of PDGF-BB following a high initial burst release was maintained throughout the examination period. PDGF-BB loaded chitosan/CMP sponges supported the proliferation of seeded osteoblastic cells as well as their differentiation as indicated by high alkaline phosphatase activities. Histologic findings indicated that seeded osteoblastic cells well attached to sponge matrices and proliferated in a multi-layer fashion. In the experiments of implantation in rat calvarial defects, histologic and histomorphometric examination revealed that chitosan/CMP sponge promoted osseous healing as compared to controls. PDGF-BB loaded chitosan/CMP sponge further echanced bone regeneration. These results suggested that PDGF-BB loaded chitosan/CMP sponge was a feasable scaffolding material to grow osteoblast in a three-dimentional structure for transplantation into a site for bone regeneration.
안예나,( Yunliang Dai ),( Guizhen Li ),노경호 한국공업화학회 2019 한국공업화학회 연구논문 초록집 Vol.2019 No.0
Four types of amine based chitosan derivatives were prepared and further modified with beta-cyclodextrin. The capability of the four amine modified chitosan beta-cyclodextrin for extracting (+)-catechin and (-)-epigallocatechin gallate from green tea was examined. The different amines were found to strengthen the extraction capacity of chitosan. Amine grafted chitosan beta-cyclodextrin materials were characterized by Fourier transform infrared spectroscopy and field-emission scanning electron microscopy. Among the four types of amines, ethylene diamine grafted chitosan beta-cyclodextrin showed the highest extraction capacity to catechins. Therefore, ethylene diamine grafted chitosan beta-cyclodextrin was used in the extracting assay, and the standard curves of (+)-catechin and (-)-epigallocatechin gallate were linear over the concentration range of 1-500 μg/mL.
이은경 ( Eun Kyung Lee ),김화선 ( Hwa Sun Kim ),안준범 ( Jun Beom An ),이유정 ( You Jung Lee ),정민호 ( Min Ho Chung ),정석진 ( Suk Jin Chung ) 한국키틴키토산학회 2012 한국키틴키토산학회지 Vol.17 No.1
In research of the potential use of chitosan (Cs) as a food additives and the improvement in solubility of Cs, a graft copolymerization in chitosan (Cs) and propionic acid (Pa) was done to obtain Cs derivatives. The deacetylation of Cs was obtained at 98.7%. Viscosity average MWs of Cs, CsPa0.5, CsPa1, CsPa2 were 9.8×10 5 , 3.4×10 6 , 3.5×10 6 and 3.8×10 6 , repectively. The experimental results of antimicrobial activity in the disc diffusion method at 1000 ppm were following: CsPa2 demonstrated the best in Staphylococcus aureus and Bacillus cereus, CsPa1.5 performed best in Escherichia coli and CsPa1 showed best performance in Bacillus subtilis. Also, the results of antimicrobial activity using Cs derivatives in Staphylococcus aureus, Escherichia coli and Bacillus subtilis at 1000 ppm declined as in order: CsPa2>CsPa1>CsPa0.5>Cs>Pa. Furthermore, when Cs derivatives were applied to Bacillus cereus, the antimicrobial activities at 1000 ppm were demonstrated 100%, 100%, 98.4%, 80.6%, 40.7% (in order of CsPa2, CsPa1, CsPa0.5, Pa, Cs).
Florencia Anabel Mesas,Marí,a Cecilia Terrile,Marí,a Ximena Silveyra,Adriana Zuñ,iga,Marí,a Susana Rodriguez,Claudia Anahí,Casalongué,Julieta René,e Mendieta 한국식물병리학회 2021 Plant Pathology Journal Vol.37 No.6
Chitosan has been considered an environmental-friend- ly polymer. However, its use in agriculture has not been extended yet due to its relatively low solubility in water. N-Methylene phosphonic chitosan (NMPC) is a water- soluble derivative prepared by adding a phosphonic group to chitosan. This study demonstrates that NMPC has a fungicidal effect on the phytopathogenic fungus Fusarium solani f. sp. eumartii (F. eumartii) judged by the inhibition of F. eumartti mycelial growth and spore germination. NMPC affected fungal membrane per- meability, reactive oxygen species production, and cell death. Also, this chitosan-derivative exerted antifungal effects against two other phytopathogens, Botrytis cine- rea, and Phytophthora infestans. NMPC did not affect tomato cell viability at the same doses applied to these phytopathogens to exert fungicide action. In addition to water solubility, the selective biological cytotoxicity of NMPC adds value in its application as an antimicrobial agent in agriculture.
이경원 忠州大學校 2008 한국교통대학교 논문집 Vol.43 No.-
In this study, we synthesized and characterized safrolechitosan (SaCs) to increase water solubility and functionality of chitosan. Impurities in the product were removed by Soxhlet apparatus using methanol and final product could be obtained with high purity. Using Ubbelohde viscometer, molecular weights of chitosan, and SaCs were determined as 1.2×105 Da, and 7.5×105 Da, respectively. IR spectrum for SaCs revealed chemical shift of amide Ⅱ band (1,553 cm^(-1)) of chitosan grafted by safrole due to generation of covalent bond between primary amine of chitosan and double bond of safrole. In addition, due to graft reaction of safrole onto chitosan, vinyl band (1,611 cm^(-1) and 1,442 cm^(-1)) of safrole was disappeared. On the 1H-NMR spectrum of SaCs, H₂C=CH- peak in safrole (monomer) disappeared but -H₂C-CH₂- peak created. Above results indicate that safrole were successfully grafted onto chitosan.