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

Audrey Jeanjean; Magali Gary-Bobo; Philippe Nirdé; Simon Leiris; Marcel Garcia; Alain Morère

doi:10.1016/j.bmcl.2008.09.101

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

Journal article

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

Audrey Jeanjean, Magali Gary-Bobo, Philippe Nirdé, Simon Leiris, Marcel Garcia and Alain Morère

Bioorganic and Medicinal Chemistry Letters, Vol.18(23), pp.6240-3

01/12/2008

DOI: https://doi.org/10.1016/j.bmcl.2008.09.101

PMID: 18929485

Abstract

Mannose 6-phosphate analogues

Mannose 6-sulfate analogues

Cation independent mannose 6-phosphate receptor

Binding affinity.

Binding affinity

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.

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Title: Synthesis of new sulfonate and phosphonate derivatives for cation-independent mannose 6-phosphate receptor targeting.
Creators - without role: Audrey Jeanjean - Université de Montpellier, Institut des Biomolécules Max Mousseron - IBMM
Magali Gary-Bobo - Université de Montpellier, Institut de Recherche en Cancérologie de Montpellier - IRCM
Philippe Nirdé - Université de Montpellier, Institut de Recherche en Cancérologie de Montpellier - IRCM
Simon Leiris - Université de Montpellier, Institut des Biomolécules Max Mousseron - IBMM
Marcel Garcia - Université de Montpellier, Institut de Recherche en Cancérologie de Montpellier - IRCM
Alain Morère - Université de Montpellier, Institut des Biomolécules Max Mousseron - IBMM
Publication Details: Bioorganic and Medicinal Chemistry Letters, Vol.18(23), pp.6240-3
Grant note: We also wish to thank the organisations “Vaincre les Maladies Lysosomales (VML)” for the grant assigned to Magali Gary-Bobo and “Association pour la Recherche sur le Cancer (ARC)” for financial support.
Identifiers: 9946186609311
Academic Unit: Institut de Recherche en Cancérologie de Montpellier - IRCM; Institut des Biomolécules Max Mousseron - IBMM
Language: English
Resource Type: Journal article
Local Fields: inserm-00339550