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Design and Synthesis of Conformationally Constrained Cyclophilin Inhibitors Showing a Cyclosporin-A Phenotype in C. elegans
Dunsmore, Colin J; Malone, Kirk J; Bailey, Kevin R; Wear, Martin A; Florance, Hannah; Shirran, Sally; Barran, Perdita E; Page, Antony P; Walkinshaw, Malcolm D; Turner, Nicholas J
Chembiochem. 2011;12(5):802-810.
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Abstract
Cyclophilin A (CypA) is a member of the immunophilin family of proteins and receptor for the immunosuppressant drug cyclosporin A (CsA). Here we describe the design and synthesis of a new class of small-molecule inhibitors for CypA that are based upon a dimedone template. Electrospray mass spectrometry is utilised as an initial screen to quantify the protein affinity of the ligands. Active inhibitors and fluorescently labelled derivatives are then used as chemical probes for investigating the biological role of cyclophilins in the nematode Caenorhabditis elegans.
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