Synthesis of new sulfonate and phosphonate derivatives for cation-independent mannose 6-phosphate receptor targeting

被引:23
|
作者
Jeanjean, Audrey [1 ]
Gary-Bobo, Magali [2 ,3 ,4 ,5 ]
Nirde, Philippe [2 ,3 ,4 ,5 ]
Leiris, Simon [1 ]
Garcia, Marcel [2 ,3 ,4 ,5 ]
Morere, Alain [1 ]
机构
[1] Univ Montpellier 2, Ecole Natl Super Chim, CNRS, IBMM,UMR 5247, F-34296 Montpellier 5, France
[2] IRCM, F-34298 Montpellier, France
[3] INSERM, Unite 896, F-34298 Montpellier, France
[4] Univ Montpellier I, F-34298 Montpellier, France
[5] CRLC Val Aurelle Paul Lamarque, F-34298 Montpellier, France
关键词
Mannose 6-phosphate analogs; Mannose 6-sulfate analogs; Cation-independent mannose 6-phosphate receptor; Binding affinity;
D O I
10.1016/j.bmcl.2008.09.101
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
The cation-independent mannose 6-phosphate receptor (CI-M6PR) is essential for the endocytosis of proteins bearing the mannose 6-phosphate (M6P) recognition marker. This study described the synthesis of M6P and M6S analogs presenting greater affinity for CI-M6PR than their natural compounds. Moreover, the finding of their lack of cytotoxicity for human cells and of their increased stability in human serum supports the high potential of these isosteric derivatives in therapies requiring CI-M6PR targeting. (C) 2008 Elsevier Ltd. All rights reserved.
引用
收藏
页码:6240 / 6243
页数:4
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