Preparation of a Visible Light-Reactive Low Molecular-O-Carboxymethyl Chitosan (LM-O-CMCS) Derivative and Applicability as an Anti-Adhesion Agent

Shin-hye Park; Si-yoong Seo; Ha-na Na; Kwang-il Kim; Jea-woo Lee; Jae-gwan Lee; Hee-dong Woo; Jue-hee Lee; Hyun-kwang Seok; Sang-in Chung; KyuHwan Chung; DongKeun Han; Yoshihiro Ito; Eui-chang Jang; Tae-il Son

Macromolecular Research, Vol.19, No.9, 921-927, September, 2011

DOI10.1007/s13233-011-0914-9 Export Citation

Preparation of a Visible Light-Reactive Low Molecular-O-Carboxymethyl Chitosan (LM-O-CMCS) Derivative and Applicability as an Anti-Adhesion Agent

Shin-hye Park, Si-yoong Seo, Ha-na Na, Kwang-il Kim, Jea-woo Lee, Jae-gwan Lee, Hee-dong Woo, Jue-hee Lee¹, Hyun-kwang Seok², Sang-in Chung², KyuHwan Chung³, DongKeun Han², Yoshihiro Ito⁴, Eui-chang Jang⁵, and Tae-il Son^†

Department of Biotechnology and Bio-Environmental Technology (BET), Research Institute, Chung-Ang University, Gyeonggi, 456-756, Korea
¹School of Korean Medicine, Pusan National University, Gyeongnam, 626-870, Korea
²Center for Biomaterials, Biomedical Research Institute, Korea Institute of Science and Technology (KIST), Seoul, 136-791, Korea
³School of Bioresource and Bioscience, Chung-Ang University, Gyeonggi, 456-756, Korea
⁴Nano Medical Engineering Laboratory, RIKEN (The Institute of Physical and Chemical Research), 2-1 Hirosawa, Wako, Saitama, 351-0198, Japan
⁵Department of Orthopaedic Surgery, School of Medicine, Chung-Ang University, Seoul, 156-756, Korea

E-mail:

Photo-reactive low molecular-O-carboxymethyl chitosan (LM-O-CMCS) was synthesized by introducing a furfuryl group to the amine groups of LM-O-CMCS. The prepared photo-reactive LM-O-CMCS was characterized by FTIR, 1H NMR, and a cross-linking test, whereas scanning Auger electron microscopy (SAM) and a MTT assay were used to confirm the cell viability. The water contact angle measurement and cell attachment test were carried out to determine the applicability of LM-O-CMCS as an anti-adhesion agent.

Keywords:natural polymer;photo-reactive;anti-adhesion agent;carboxymethy chitsoan;water-soluble chitosan.

[References]

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Zhang M, Haga A, Sekiguchi H, Hirono S, Int. J. Biol. Macromol., 27, 99 (2000)
Evans JR, Davids WG, MacRae JD, Water Res., 36, 3219 (2002)
Boonsongrit Y, Mueller BW, Mitrevej A, Eur. J. Pharm. Biopharm., 69, 388 (2008)
Zhu AP, Ming Z, Jian S, Appl. Surf. Sci., 241(3-4), 485 (2005)
Satoh T, Kano H, Nakatani M, Sakairi N, Shinkai S, Nagasaki T, Carbohydr. Res., 341, 2406 (2006)
Zhu A, Fang N, Chang-Park MB, Chan V, Biomaterials, 26, 6873 (2005)
Sadeghi AMM, Amini M, Avadi MR, Siedi F, Rafiee-Tehrani M, Junginger HE, J. Bioact. Compat. Polym., 23, 883 (2008)
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Machida Y, Nagai T, Abe M, Sannan T, Drug Deliv., 1, 2 (1986)
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Chem XG, Park HJ, Carbohydr. Polym., 53, 355 (2003)
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Cheng S, Chen SG, Liu T, Chang XT, Yin YS, Electrochim. Acta, 52(19), 5932 (2007)
Zhu A, Jin W, Yuan L, Yang G, Yu H, Wu H, Carbohydr. Polym., 68, 693 (2007)
Zhu A, Chang-Park MB, Dai S, Li L, Colloids Surf. B: Biointerfaces, 43, 143 (2005)
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Kvam E, Tyrrell RM, Carcinogenesis, 18, 2379 (1997)
Ponsonby AL, McMichael A, van der Mei I, Toxicology, 71, 181 (2002)
Bochow TW, West SK, Azr A, Munoz B, Sommer A, Taylor HR, Arch. Ophthalmol., 107, 369 (1989)
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Van de Velde K, Kiekens P, Carbohydr. Polym., 58, 409 (2004)

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[3] Evans JR, Davids WG, MacRae JD, Water Res., 36, 3219 (2002)

[4] Boonsongrit Y, Mueller BW, Mitrevej A, Eur. J. Pharm. Biopharm., 69, 388 (2008)

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[9] Yeo Y, Burdick JA, Highley CB, Marini R, Langer R, Kohane DS, J. Biomed. Mater. Res., 78A, 668 (2006)

[10] Mi FL, Wu YB, Shyu SS, Schoung JY, Huang YB, Tsai YH, Hao JY, J. Biomed. Mater. Res., 59, 438 (2002)

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[12] Majeti NV, Kumar R, React. Funct. Polym., 46, 1 (2002)

[13] Lavertu M, Xia A, Serreqi AN, Berrada M, Rodrigues A, Wang D, Buschmann MD, Gupta A, J. Pharm. Biomed. Anal., 32, 1149 (2003)

[14] Ouchi T, Nishizawa H, Ohya Y, Polymer, 39, 21 (1998)

[15] Machida Y, Nagai T, Abe M, Sannan T, Drug Deliv., 1, 2 (1986)

[16] Holme KR, Perlin AS, Carbohydr. Res., 302, 1 (1997)

[17] Krause TJ, Goldsmith NK, Ebner S, Zazanis GA, McKinnon RD, J. Invest. Surg., 11, 2 (1998)

[18] Chem XG, Park HJ, Carbohydr. Polym., 53, 355 (2003)

[19] Jung H, Nam JP, Jang HS, Heo SH, Kim DG, Jeong YI, Park JK, Jang MJ, Seo DH, Jang MK, Nah JW, Appl. Chem., 11(2), 361 (2007)

[20] Cheng S, Chen SG, Liu T, Chang XT, Yin YS, Electrochim. Acta, 52(19), 5932 (2007)

[21] Zhu A, Jin W, Yuan L, Yang G, Yu H, Wu H, Carbohydr. Polym., 68, 693 (2007)

[22] Zhu A, Chang-Park MB, Dai S, Li L, Colloids Surf. B: Biointerfaces, 43, 143 (2005)

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[24] Juang RS, Wu FC, Tseng RL, Adv. Environ. Res., 6, 171 (2002)

[25] Sakuragi M, Tsuzuki S, Obuse S, Wada A, Matoba K, Kubo I, Ito Y, Mater. Sci. Eng. C-Biomimetic Supramol. Syst., 30, 316 (2010)

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[29] Bochow TW, West SK, Azr A, Munoz B, Sommer A, Taylor HR, Arch. Ophthalmol., 107, 369 (1989)

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[31] Van de Velde K, Kiekens P, Carbohydr. Polym., 58, 409 (2004)