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  • Screening a natural product-based combinatorial library using FTICR mass spectrometry

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    Author
    Poulsen, Sally-Ann
    Davis, Rohan
    G. Keys, Timothy
    Year published
    2006
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    Abstract
    This manuscript reports the use of Fourier transform ion cyclotron resonance mass spectrometry to screen a combinatorially generated natural product-based library for binding affinity to bovine carbonic anhydrase II (bCAII). The fungal natural product 3-chloro-4-hydroxyphenylacetamide was the library template, with 11 secondary amide analogues of this template constituting the combinatorial library. 2-(3-Chloro-4-hydroxyphenyl)-N-(4-sulfamoylphenethyl)acetamide (compound 11) of this library was identified as a tight binding inhibitor of bCAII, by detection of a noncovalent complex corresponding to [bCAII + 11] in the mass spectrum. A competitive bCAII enzyme binding assay validated the mass spectrometry screening result. The equilibrium dissociation constant (Ki) for 11 was measured as 77.4 nM. Preliminary structure-activity investigations of the bioactive natural product analogue are also reported.
    Journal Title
    Bioorganic & Medicinal Chemistry
    Volume
    14
    Issue
    2
    Publisher URI
    http://www.sciencedirect.com/science/journal/09680896
    DOI
    https://doi.org/10.1016/j.bmc.2005.08.030
    Copyright Statement
    © 2006 Elsevier. Please refer to the journal's website for access to the definitive, published version. This is the author-manuscript version of this paper. Reproduced in accordance with the copyright policy of the publisher.
    Publication URI
    http://hdl.handle.net/10072/13862
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