Browse > Article

Gly-His-Lys Conjugated Chitosan and its Cell Proliferation Effects  

Ha Byung-Jo (Department of Beauty Arts, Seoul Health College)
Lee Yoon-Sik (School of Chemical Engineering, College of Engineering, Seoul National University)
Park Soo Nam (Department of Fine Chemistry, Seoul National University of Technology)
Publication Information
Journal of the Society of Cosmetic Scientists of Korea / v.30, no.3, 2004 , pp. 399-404 More about this Journal
Abstract
Novel GHK-conjugated chitosan was prepared by the solid-phase method using $N^{\alpha}-Fmoc$ amino acids/BOP coupling reagent. For this purpose, the chitosan microbeads which had a mean diameter of 70 um were prepared by the W/O emulsion-phase separation method. The GHK was successfully coupled to the chitosan microbeads by stepwise solid-phase method. The result of amino aid analysis was in good agreement with the theoretical values; $Gly_{1.02}\;of\;His_{1.13}\;Lys_{0.96).$. The cell proliferation effect of the GHK-bound chitosan microbeads was measured by MTT assay. We concluded that GHK-bound chitosan microbeads gave higher cell Proliferation effect than chitosan microbeads.
Keywords
CHK-conjugated chitosan; chitosan microbeads; cell proliferation effect; solid-phase method;
Citations & Related Records
연도 인용수 순위
  • Reference
1 Y. S. Lee, The preparation chitosan microbeads, microspheres, and microcapsules and their biomedical applications, 36th IUPAC Microsymposium on High-Swelling Gels, Prague, 10-14 July (1995)
2 L. Pickart, J. H. Freeman, W. J. Loker, J. Peisach, C. M. Perkins, R. E. Stenkamp, and B. Weinstein, Growth-modulating plasma tripeptide may function by facilitating copper uptake into cells, Nature., 288, 715 (1980)
3 D. P. Micael and E. Ruoslahti, Cell attachment activity of fibronectin can be duplicate by small synthetic fragments of the molecule, Nature, 309, 30 (1984)
4 F. A. Rutherford III and P. R. Austin, Proc. Int. Conf. Chitin/Chitosan, 1st, 182 (1978)
5 D. Le Nguyen and B. Castro, Peptide chemistry, T. Shiba and S. Sakakibara (eds.), Protein Research Foundation, 231, Osaka (1987)
6 G. A. Grant, Synthetic peptides: A user's guide, W. H. Freeman and Company, 119, New York (1992)
7 J. M. Stewart and J. D. Young, Solid phase peptide synthesis, Pierce Chemical Company, Rockford IL, 125 (1984)
8 S-B. Gudmumd, A. Thorleif, and S. Paul, Chitin and Chitosan, Elsevier Science Publishers, New Yark (1989)
9 M. Shinonaga, Y. Kawamura, and T. Yamane, Immobilization of yeast cells with cross-linked chitosan beads, J. Fermentation and Bioengineering, 72, 168 (1991)
10 하병조, 키토산의 화학적 변형 및 응용에 관한 연구, 공학박사학위논문, 162, 서울대학교 (1996)
11 F. Nanja, R. Katsum, and K. Sakai, Enzymatic method for the determination of degree of deacetylation of chitosan, Anal. Biochem., 193, 164 (1991)
12 S. Hirano, S. Kondo, and Y. Ohe, Chitosan gel; A novel polysaccharide gel, Polymer, 16, 622 (1975)
13 D. D. Perrin, W. L. F. Armarego, and D. R. Perrin, Purification of Laboratory Chemicals, 2nd Ed., Pergamon Press, Oxford (1980)
14 E. T. Kaiser, R. L. Colescott, and P. I. Cook, Ninhydrin color test, Analyt. Biochem, 34, 595 (1970)
15 B. J. Ha, O. S. Lee, and Y. S. Lee, A new synthetic method of peptide-chitosan conjugates, Journal of Ind. & Eng. Chemistry, 1, 57 (1995)
16 W. A. Bough, W. L. Salter, A. C. M. Wu, and B. E. Perkins, Influence of manufacturing variables on the characteristics and effectiveness of chitosan products; chemical composition, viscosity, and molecular weight distribution of chitosan, Biotech Bioeng., 20, 1931 (1978)
17 E. Atherton and R. C. Sheppard, Solid phase peptide synthesis; A practical approach, IRL Press (1989)
18 R. Yamaguchi, R. Arai, T. Kaneko, and T. Otoh, Utilization of partially N-succinylated derivatives of chitosan and glycolchitosan as supports for the immobilization of enzymes, Biotechnol. Bioeng., 24, 1081 (1982)
19 E. Gross and J. Meienhofer, The Peptides, Analysis, Synthesis, Biology, Vol 2, Academic Press, New York (1979)
20 G. G. Allan, J. R. Fox, and N. Kong, A critical evaluation of the potenyial sources of chitin and chitosan, in Proc. 1st Intl. Conf. Chitin/Chitosan, MIT Sea Grant Program, Massachusetts, 64 (1978)
21 M. Ponec, M. Haverkort, Y. L. Soei, and J. Kempenaar, Use of human keratinocyte and fibroblast cultures for toxicity studies of topically applied compounds, J. Phram Sci., 79(4), 312 (1990)
22 J. S. Adamson, M. A. H. Groenevelt, and G. A. Lajoie, Simple and convenient synthesis of tertbutyl esters of Fmoc-serin, Fmoc-threonin, and Fmoc-tyrosine, J. Org. Chem., 56, 3447 (1991)
23 A. Hauntanent, J. Gailit, D. M. Mann, and E. Ruoslahti, Effect of modification of the RGD sequence and its context on recognition by the fibronnectin receptor, J. Biol. Chem., 264(3), 1437 (1989)
24 J. M. Ranall, V. G. Ranndall, G. M. McDonald, R. N. Young, and M. S. Masri, Removal of trace quantities of nickel form solution, J. Appl. Polym Sci., 23, 727 (1979)