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Progress in Chemistry 2010, Vol. 22 Issue (09): 1753-1759 Previous Articles   Next Articles

• Invited Article •

Exploring “Sweet”Vaccines—Synthetic Oligosaccharides for Cancer Immunotherapy

Chen Guosong**   

  1. (The Key Laboratory of Molecular Engineering of Polymers, Ministry of Education, Department of Macromolecular Sciences, Fudan University, Shanghai 200433,China )
  • Received: Revised: Online: Published:
  • Contact: Chen Guosong E-mail:guosong@fudan.edu.cn
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Vaccines provide a powerful tool to combat devastating human disease. The identification of distinct glycoprotein and glycolipid constructs that are over expressed on the cell surfaces of malignant cells has spurred intense research into exploiting these tumour-associated carbohydrate antigens (TACA) for the development of anticancer vaccines. Recently, some synthetic immunogenic carbohydrate-protein conjugates have been advanced to clinical trials. In this review, progress of TACA based vaccine molecules will be demonstrated, which including design strategies of vaccines, structure and total synthesis of TACA molecules, vaccine carrier protein and vaccine adjuvants. Problems and solutions related to total synthesis of oligosaccharides, components of vaccine candidates and pre-clinical results are going to be discussed too.

Contents
1 Introduction
2 Attractive antitumor molecules
3 Difficulties for TACA based vaccine design
4 Vaccine design strategies
5 Carrier protein and adjuvants
6 Outlook

Key words: oligosaccharides, vaccines, immune therapy, adjuvants, synthesis

CLC Number: 

［1 ］ Ramburg A，Leblond C P. J. Cell. Biol. ，1967，32: 27—53
［2 ］ Blow N. Nature，2009，457: 617—620
［3 ］ Bertozzi C R，Kiessling L L. Science，2001，291: 2357—2364
［4 ］ 蔡孟深( Cai M S) ，李中军( Li Z J) . 糖化学———基础、反应、
合成、分离及结构( Carbohydrate chemistry: Fundamentals，
Reactions，Synthesis，Isolation and Structures) . 北京: 化学工
业出版社( Beijing: Chemical Industry Press) ，2006. 412
［5 ］ Pohl N L. Chem. Biol. ，2004，11: 891—892
［6 ］ Molecular Biology of the Cell， 4 th Edition Garland Science
Publishing.
［7 ］ Raman R， Raghuram S， Venkataraman G， Paulson J C，
Sasisekharan R. Nature Med. ，2005，2: 817—824
［8 ］ Timmer M S M，Stocker B L，Seeberger P H. Curr. Opin.
Chem. Bio. ，2007，11: 59—65
［9 ］ An H J，Kronewitter S R，de Leoz M L A，Lebrilla C B. Curr.
Opin. Chem. Biol. ，2009，13: 601—607
［10］ Seeberger P H，Warez D B. Nature，2007，446: 1046—1051
［11］ Murray H E，Hsieh-Wilson L C. Chem. Rev. ，2008，108:
1708—1731
［12］ Laughlin S T，Bertozzi C R. Proc. Natl. Acad. Sci. ，2009，
106: 12—17
［13］ Pilobello K T，Mahal L K. Curr. Opin. Chem. Biol. ，2007，
11: 300—305
［14］ 曾佑林( Zeng Y L) ，孔繁祚( Kong F Z) . 化学进展( Progress
in Chemistry) ，2006，18: 907—926
［15］ 钱兆生(Qian Z S) ，周传健( Zhou C J) ，曹玲华( Cao L H) .
化学进展( Progress in Chemistry) ，2006，18: 429—439
［16］ Ye X S，Sun F，Liu M，Li Q，Wang Y，Zhang G，Zhang L H，
Zhang X L. J. Med. Chem. ，2005，48: 3688—3691
［17］ Su D M，Eguchi H，Yi W，Li L，Wang P G，Xia C. Org.
Lett. ，2008，10: 1009—1012
［18］ 黄毅(Huang Y) ，黄金花(Huang J H) ，谢青季(Xie Q J) ，姚
守拙(Yao S Z) . 化学进展( Progress in Chemistry) ，2008，20:
942—950
［19］ 薛彦峰(Xue Y F) ，王秀奎(Wang X K) ，侯信(Hou X) ，姚
康德(Yao K D) . 化学进展( Progress in Chemistry) ，2008，
20: 148—154
［20］ Zhu J，Warren J D，Danishefsky S J. Expert. Rev. Vaccines，
2009，8: 1399—1413
［21］ Coley W. Am. J. Med. Sci. ，1893，105: 487—511
［22］ Le Poole I C，Gerber M E T，Kast W M. Curr. Opin. Oncol. ，
2002，14: 641—648
［23］ Keding S J，Danishefsky S J. Proc. Natl. Acad. Sci. USA，
2004，101: 11937—11942
［24］ Buskas T，Thompson P，Boons G J. Chem. Commun. ，2009，
5335—5349
［25］ Bettahi I，Dasgupta G，Renaudet O，Chentoufi A A，Zhang X，
Carpenter D， Yoon S， Dumy P， BenMohamed L. Cancer
Immunol Immunother，2009，58: 187—200
［26］ Wondimu A，Zhang T，Kieber-Emmons T，Gimotty P，Sproesser
K，Somasundaram R，Ferrone S，Tsao C Y，Herlyn D. Cancer
Immunol Immunother，2008，57: 1079—1089
［27］ Hecht M L，Stallforth P，Silva D V，Adibekian A，Seeberger P
H. Curr. Opin. Chem Biol. ，2009，13: 354—359
［28］ Kannagi R，Levery S B，Ishijamik F，Hakomori S，Schevinsky L
H，Knowles B B，Solter D. J. Biol. Chem. ，1983，258: 8934
－ 8942
［29］ Ménard S，Tagliabue E，Canevari S，Fossati G，Colnaghi M I.
Cancer Res. ，1983，43，1295—1300
［30］ Park T K，Kim J I，Hu S，Bilodeau M T，Randolph J，Kwon O，
Danishefsky S J. J. Am. Chem. Soc. ，1996，118: 11488—
11500
［31］ Zhu T，Boons G J. Angew. Chem. Int. Ed. Engl. ，1999，38:
3495—3497
［32］ Burkhart F，Zhang Z，Wacowich-Sgarbi S，Wong C H. Angew.
Chem. Int. Ed. ，2001，40: 1274—1277
［33］ Furukawa K，Hamamura K，Aixinjueluo W，Furukawa K. Ann.
N. Y. Acad. Sci. ，2006，1086: 185—198
［34］ Westerlind U， Hobel A， Gaidzik N， Schmitt E， Kunz H.
Angew. Chem. Int. Ed. ，2008，47: 7551—7556
［35］ Plante O J，Palmacci E R，Seeberger P H. Science，2001，291:
1523—1527
［36］ Seeberger P H. Chem. Soc. Rev. ，2008，37: 19—28
［37］ Stallforth P，Lepenies B，Adibekian A，Seeberger P H. J. Med.
Chem. ，2009，52: 5561—5577
［38］ Werz D B，Castagner B，Seeberger P H. J. Am. Chem. Soc. ，
2007，129: 2770—2771
［39］ Jaipuri F A，Pohl N L. Org. Biomol. Chem. ，2008，6: 2686—
2691
［40］ Bundle D R. Nat. Chem. Biol. ，2007，3: 604—606
［41］ Buskas T，Li Y H，Boons G J. Chem. Eur. J. ，2004，10:
3517—3524
［42］ Gilewski T，Ragupathi G，Bhuta S，et al. Proc. Natl. Acad.
Sci. USA，2001，98: 3270—3275
［43］ Ingale S，Wolfert M A，Gaekwad J，Buskas T，Boons G J. Nat.
Chem. Bio. ，2007，3: 663—667
［44］ Zhu J，Wan Q，Lee D，Yang G，Spassova M K，Ouerfelli O，
Ragupathi G，Damani P，Livingston P O，Danishefsky S J. J.
Am. Chem. Soc. ，2009，131: 9298—9303
［45］ Zhu J，Wan Q，Ragupathi G，George C M，Livingston P O，
Danishefsky S J. J. Am. Chem. Soc. ，2009，131: 4151—4158
［46］ Gauthier M A，Klok H A. Chem. Commun. ，2008，2591—
2611
［47］ Freire T， Bay S，Vichier-Guerre S， Lo-Man R， Leclerc C.
Mini. Rev. Med. Chem. ，2006，6: 1357—1373
［48］ Sun J H，Hu S，Song X M. Vaccine，2007，25: 1114—1120
［49］ Chen W H，Qi H Y，Shi Y P. J. Nat. Prod. ，2009，72:
1410—1413
［50］ Cheng，S，Du Y，Ma B，Tan D. Org. Biomol. Chem. ，2009，
7: 3112—3118
［51］ Sun H X，Xie Y，Ye Y P. Vaccine，2009，27: 1787—1796
［52］ Li M，Yu B. Org. Lett. ，2006，8: 2679—2682
［53］ Zhu C，Tang P，Yu B. J. Am. Chem. Soc. ，2008，130:
5872—5873
［54］ Bewley C A. Protein-Carbohydrate Interactions in Infectious
Diseases. RSC Publishing. 2006
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