New chemical probes targeting cholesterylation of Sonic Hedgehog in human cells and zebrafish

نویسندگان

  • Paulina Ciepla
  • Antonios D. Konitsiotis
  • Remigiusz A. Serwa
  • Naoko Masumoto
  • Wai P. Leong
  • Margaret J. Dallman
  • Anthony I. Magee
  • Edward W. Tate
چکیده

Department of Chemistry, Imperial College 2AZ, UK. E-mail: [email protected] Institute of Chemical Biology, Imperial Colle 2AZ, UK. E-mail: [email protected] National Heart and Lung Institute, Imperial SW7 2AZ, UK Department of Life Sciences, Imperial Colle 2AZ, UK † Electronic supplementary information ( full experimental details and procedures, 1 1–6. See DOI: 10.1039/c4sc01600a Cite this: Chem. Sci., 2014, 5, 4249

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New chemical probes targeting cholesterylation of Sonic Hedgehog in human cells and zebrafish† †Electronic supplementary information (ESI) available: Tables S1–S2; Fig. S1–S9, full experimental details and procedures, 1H/13C NMR spectral data of compounds 1–6. See DOI: 10.1039/c4sc01600a Click here for additional data file.

Sonic Hedgehog protein (Shh) is a morphogen molecule important in embryonic development and in the progression of many cancer types in which it is aberrantly overexpressed. Fully mature Shh requires attachment of cholesterol and palmitic acid to its C- and N-termini, respectively. The study of lipidated Shh has been challenging due to the limited array of tools available, and the roles of these...

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Bioorthogonal chemical tagging of protein cholesterylation in living cells.

We report the first chemical probe for bioorthogonal chemical tagging of post-translationally cholesterylated proteins with an azide in living cells. This enables rapid multiplexed fluorescence detection and affinity labelling of protein cholesterylation, as exemplified by Sonic hedgehog protein, opening up new approaches for the de novo identification of cholesterylated proteins.

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تاریخ انتشار 2014