Synthesis of a Monophosphoryl Derivative of Escherichia coli Lipid A and Its Efficient Coupling to a Tumor‐Associated Carbohydrate Antigen |
| |
Authors: | Shouchu Tang Dr Qianli Wang Dr Zhongwu Guo Prof Dr |
| |
Institution: | Department of Chemistry, Wayne State University, 5101 Cass Avenue, Detroit, Michigan 48202 (USA), Fax: (+1)?313‐557‐8822 |
| |
Abstract: | Monophosphoryl lipid A is a safe and potent immunostimulant and vaccine adjuvant, which is potentially useful for the development of effective carbohydrate‐based conjugate vaccines. This paper presents a convergent and efficient synthesis of a monophosphoryl derivative of E. coli lipid A that has an alkyne functionality at the reducing end, which is suitable for coupling with various molecules. The coupling of this derivative to an N‐modified analogue of tumor‐associated antigen GM3 through click chemistry is also presented. |
| |
Keywords: | cancer carbohydrates glycoconjugates glycolipids lipids |
|
|