A New Class of Rhomboid Protease Inhibitors Discovered by Activity-Based Fluorescence Polarization
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{"title"=>"A New Class of Rhomboid Protease Inhibitors Discovered by Activity-Based Fluorescence Polarization", "type"=>"journal", "authors"=>[{"first_name"=>"Eliane V.", "last_name"=>"Wolf", "scopus_author_id"=>"55589144700"}, {"first_name"=>"Annett", "last_name"=>"Zeißler", "scopus_author_id"=>"55831344000"}, {"first_name"=>"Oliver", "last_name"=>"Vosyka", "scopus_author_id"=>"18042825500"}, {"first_name"=>"Evelyn", "last_name"=>"Zeiler", "scopus_author_id"=>"47062330200"}, {"first_name"=>"Stephan", "last_name"=>"Sieber", "scopus_author_id"=>"7006775204"}, {"first_name"=>"Steven H L", "last_name"=>"Verhelst", "scopus_author_id"=>"6602188779"}], "year"=>2013, "source"=>"PLoS ONE", "identifiers"=>{"scopus"=>"2-s2.0-84882749003", "sgr"=>"84882749003", "issn"=>"19326203", "doi"=>"10.1371/journal.pone.0072307", "pmid"=>"23991088", "isbn"=>"1932-6203 (Electronic)\\r1932-6203 (Linking)", "pui"=>"369632836"}, "id"=>"2f078b62-6341-34c1-b31c-e0125ecaee9d", "abstract"=>"Rhomboids are intramembrane serine proteases that play diverse biological roles, including some that are of potential therapeutical relevance. Up to date, rhomboid inhibitor assays are based on protein substrate cleavage. Although rhomboids have an overlapping substrate specificity, substrates cannot be used universally. To overcome the need for substrates, we developed a screening assay using fluorescence polarization activity-based protein profiling (FluoPol ABPP) that is compatible with membrane proteases. With FluoPol ABPP, we identified new inhibitors for the E. coli rhomboid GlpG. Among these was a structural class that has not yet been reported as rhomboid inhibitors: β-lactones. They form covalent and irreversible complexes with the active site serine of GlpG. The presence of alkyne handles on the β-lactones also allowed activity-based labeling. Overall, these molecules represent a new scaffold for future inhibitor and activity-based probe development, whereas the assay will allow inhibitor screening of ill-characterized membrane proteases.", "link"=>"http://www.mendeley.com/research/new-class-rhomboid-protease-inhibitors-discovered-activitybased-fluorescence-polarization", "reader_count"=>30, "reader_count_by_academic_status"=>{"Unspecified"=>1, "Professor > Associate Professor"=>2, "Student > Doctoral Student"=>3, "Researcher"=>8, "Student > Ph. D. Student"=>10, "Student > Postgraduate"=>2, "Student > Master"=>2, "Other"=>1, "Student > Bachelor"=>1}, "reader_count_by_user_role"=>{"Unspecified"=>1, "Professor > Associate Professor"=>2, "Student > Doctoral Student"=>3, "Researcher"=>8, "Student > Ph. D. Student"=>10, "Student > Postgraduate"=>2, "Student > Master"=>2, "Other"=>1, "Student > Bachelor"=>1}, "reader_count_by_subject_area"=>{"Unspecified"=>1, "Biochemistry, Genetics and Molecular Biology"=>3, "Agricultural and Biological Sciences"=>12, "Pharmacology, Toxicology and Pharmaceutical Science"=>1, "Physics and Astronomy"=>1, "Chemistry"=>12}, "reader_count_by_subdiscipline"=>{"Chemistry"=>{"Chemistry"=>12}, "Physics and Astronomy"=>{"Physics and Astronomy"=>1}, "Agricultural and Biological Sciences"=>{"Agricultural and Biological Sciences"=>12}, "Biochemistry, Genetics and Molecular Biology"=>{"Biochemistry, Genetics and Molecular Biology"=>3}, "Unspecified"=>{"Unspecified"=>1}, "Pharmacology, Toxicology and Pharmaceutical Science"=>{"Pharmacology, Toxicology and Pharmaceutical Science"=>1}}, "reader_count_by_country"=>{"Belgium"=>1, "United States"=>2, "Germany"=>1}, "group_count"=>1}

Scopus | Further Information

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Figshare

  • {"files"=>["https://ndownloader.figshare.com/files/1180254"], "description"=>"<p>(A) Chemical structures of the ABPs EK2 and FP-R/FP-PEG-R. (B) 45 nM wild-type (WT) GlpG or the inactive S201A mutant (M) were preincubated with 100 µM inhibitor S016 or 1% DMSO vehicle control (30 min) and subsequently incubated with 1 µM of probe EK2 or FP-R (30 min). (C) Fluorescent polarization measured over time using 75 nM FP-R and 500 nM GlpG WT, 500 nM S201A or plain buffer. The mean of quadruplicate measurements is depicted with standard error. (D) The development of the Z’ value over time during a 5 h run of rhomboid FluoPol ABPP.</p>", "links"=>[], "tags"=>["Biochemistry", "enzymes", "Enzyme classes", "hydrolases", "biocatalysis", "chemical biology", "Small molecules", "biotechnology", "proteomics", "medicinal chemistry", "rhomboid", "fluopol", "abpp"], "article_id"=>780736, "categories"=>["Chemistry", "Biological Sciences"], "users"=>["Eliane V. Wolf", "Annett Zeißler", "Oliver Vosyka", "Evelyn Zeiler", "Stephan Sieber", "Steven H. L. Verhelst"], "doi"=>"https://dx.doi.org/10.1371/journal.pone.0072307.g001", "stats"=>{"downloads"=>1, "page_views"=>16, "likes"=>0}, "figshare_url"=>"https://figshare.com/articles/_Development_of_a_rhomboid_FluoPol_ABPP_assay_/780736", "title"=>"Development of a rhomboid FluoPol ABPP assay.", "pos_in_sequence"=>0, "defined_type"=>1, "published_date"=>"2013-08-22 02:50:00"}
  • {"files"=>["https://ndownloader.figshare.com/files/1180256"], "description"=>"<p>(A) Screening data of the 85 compounds investigated in the FluoPol assay. A 15% cut-off was set to select primary hits. For compounds <b>3</b>, <b>9</b>, <b>10</b>, <b>12</b> the slightly negative values are depicted as zero. (B) Confirmation of the potential inhibitors using GlpG wild-type (WT) or S201A mutant (M) by gel-based competitive ABPP using probe EK2 (upper panel) and by substrate cleavage. Uncleaved (#) and cleaved (*) substrate is indicated (lower panel). (C) Chemical structures of the verified hit compounds. (D) Chemical structure of the previously identified inhibitor S016.</p>", "links"=>[], "tags"=>["Biochemistry", "enzymes", "Enzyme classes", "hydrolases", "biocatalysis", "chemical biology", "Small molecules", "biotechnology", "proteomics", "medicinal chemistry", "rhomboid", "fluopol", "abpp"], "article_id"=>780738, "categories"=>["Chemistry", "Biological Sciences"], "users"=>["Eliane V. Wolf", "Annett Zeißler", "Oliver Vosyka", "Evelyn Zeiler", "Stephan Sieber", "Steven H. L. Verhelst"], "doi"=>"https://dx.doi.org/10.1371/journal.pone.0072307.g002", "stats"=>{"downloads"=>0, "page_views"=>8, "likes"=>0}, "figshare_url"=>"https://figshare.com/articles/_A_small_molecule_screen_by_rhomboid_FluoPol_ABPP_and_subsequent_hit_confirmation_/780738", "title"=>"A small molecule screen by rhomboid FluoPol ABPP and subsequent hit confirmation.", "pos_in_sequence"=>0, "defined_type"=>1, "published_date"=>"2013-08-22 02:50:00"}
  • {"files"=>["https://ndownloader.figshare.com/files/1180257"], "description"=>"<p>(A) Reversibility study by incubation of 500 nM GlpG WT with 100 µM of hit compounds, the two false positives, S016 or 1% DMSO vehicle control, followed by gel filtration and subsequent labeling with 1 µM EK2. (B) Tandem labeling of GlpG by the two hit compounds <b>31</b> and 43∶36 nM of GlpG wild-type (WT) or S201A mutant (M) was incubated with 100 µM the hit compounds or 1% DMSO vehicle control, followed by copper-mediated click reaction to attach a TAMRA-azide.</p>", "links"=>[], "tags"=>["Biochemistry", "enzymes", "Enzyme classes", "hydrolases", "biocatalysis", "chemical biology", "Small molecules", "biotechnology", "proteomics", "medicinal chemistry", "inhibition"], "article_id"=>780739, "categories"=>["Chemistry", "Biological Sciences"], "users"=>["Eliane V. Wolf", "Annett Zeißler", "Oliver Vosyka", "Evelyn Zeiler", "Stephan Sieber", "Steven H. L. Verhelst"], "doi"=>"https://dx.doi.org/10.1371/journal.pone.0072307.g003", "stats"=>{"downloads"=>0, "page_views"=>0, "likes"=>0}, "figshare_url"=>"https://figshare.com/articles/_Determination_of_the_inhibition_mechanism_of_the_hit_compounds_/780739", "title"=>"Determination of the inhibition mechanism of the hit compounds.", "pos_in_sequence"=>0, "defined_type"=>1, "published_date"=>"2013-08-22 02:50:00"}
  • {"files"=>["https://ndownloader.figshare.com/files/1180258"], "description"=>"<p>Apparent IC<sub>50</sub> (µM) of the hit compounds and S016, determined in duplicate measurements by FluoPol ABPP.</p>", "links"=>[], "tags"=>["Biochemistry", "enzymes", "Enzyme classes", "hydrolases", "biocatalysis", "chemical biology", "Small molecules", "biotechnology", "proteomics", "medicinal chemistry", "compounds", "duplicate", "fluopol"], "article_id"=>780740, "categories"=>["Chemistry", "Biological Sciences"], "users"=>["Eliane V. Wolf", "Annett Zeißler", "Oliver Vosyka", "Evelyn Zeiler", "Stephan Sieber", "Steven H. L. Verhelst"], "doi"=>"https://dx.doi.org/10.1371/journal.pone.0072307.t001", "stats"=>{"downloads"=>1, "page_views"=>7, "likes"=>0}, "figshare_url"=>"https://figshare.com/articles/_Apparent_IC_50_181_M_of_the_hit_compounds_and_S016_determined_in_duplicate_measurements_by_FluoPol_ABPP_/780740", "title"=>"Apparent IC<sub>50</sub> (µM) of the hit compounds and S016, determined in duplicate measurements by FluoPol ABPP.", "pos_in_sequence"=>0, "defined_type"=>3, "published_date"=>"2013-08-22 02:50:00"}
  • {"files"=>["https://ndownloader.figshare.com/files/1180260", "https://ndownloader.figshare.com/files/1180261", "https://ndownloader.figshare.com/files/1180262"], "description"=>"<div><p>Rhomboids are intramembrane serine proteases that play diverse biological roles, including some that are of potential therapeutical relevance. Up to date, rhomboid inhibitor assays are based on protein substrate cleavage. Although rhomboids have an overlapping substrate specificity, substrates cannot be used universally. To overcome the need for substrates, we developed a screening assay using fluorescence polarization activity-based protein profiling (FluoPol ABPP) that is compatible with membrane proteases. With FluoPol ABPP, we identified new inhibitors for the <i>E. coli</i> rhomboid GlpG. Among these was a structural class that has not yet been reported as rhomboid inhibitors: β-lactones. They form covalent and irreversible complexes with the active site serine of GlpG. The presence of alkyne handles on the β-lactones also allowed activity-based labeling. Overall, these molecules represent a new scaffold for future inhibitor and activity-based probe development, whereas the assay will allow inhibitor screening of ill-characterized membrane proteases.</p></div>", "links"=>[], "tags"=>["Biochemistry", "enzymes", "Enzyme classes", "hydrolases", "biocatalysis", "chemical biology", "Small molecules", "biotechnology", "proteomics", "medicinal chemistry", "rhomboid", "protease", "inhibitors", "discovered", "activity-based", "fluorescence"], "article_id"=>780742, "categories"=>["Chemistry", "Biological Sciences"], "users"=>["Eliane V. Wolf", "Annett Zeißler", "Oliver Vosyka", "Evelyn Zeiler", "Stephan Sieber", "Steven H. L. Verhelst"], "doi"=>["https://dx.doi.org/10.1371/journal.pone.0072307.s001", "https://dx.doi.org/10.1371/journal.pone.0072307.s002", "https://dx.doi.org/10.1371/journal.pone.0072307.s003"], "stats"=>{"downloads"=>3, "page_views"=>10, "likes"=>0}, "figshare_url"=>"https://figshare.com/articles/_A_New_Class_of_Rhomboid_Protease_Inhibitors_Discovered_by_Activity_Based_Fluorescence_Polarization_/780742", "title"=>"A New Class of Rhomboid Protease Inhibitors Discovered by Activity-Based Fluorescence Polarization", "pos_in_sequence"=>0, "defined_type"=>4, "published_date"=>"2013-08-22 02:50:00"}

PMC Usage Stats | Further Information

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  • {"unique-ip"=>"12", "full-text"=>"11", "pdf"=>"2", "scanned-summary"=>"0", "scanned-page-browse"=>"0", "figure"=>"3", "supp-data"=>"0", "cited-by"=>"0", "year"=>"2020", "month"=>"4"}
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  • {"unique-ip"=>"7", "full-text"=>"6", "pdf"=>"2", "scanned-summary"=>"0", "scanned-page-browse"=>"0", "figure"=>"0", "supp-data"=>"0", "cited-by"=>"0", "year"=>"2020", "month"=>"6"}
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  • {"unique-ip"=>"1", "full-text"=>"1", "pdf"=>"0", "scanned-summary"=>"0", "scanned-page-browse"=>"0", "figure"=>"0", "supp-data"=>"0", "cited-by"=>"0", "year"=>"2020", "month"=>"8"}
  • {"unique-ip"=>"3", "full-text"=>"3", "pdf"=>"1", "scanned-summary"=>"0", "scanned-page-browse"=>"0", "figure"=>"0", "supp-data"=>"0", "cited-by"=>"0", "year"=>"2020", "month"=>"9"}
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Relative Metric

{"start_date"=>"2013-01-01T00:00:00Z", "end_date"=>"2013-12-31T00:00:00Z", "subject_areas"=>[{"subject_area"=>"/Physical sciences/Chemistry", "average_usage"=>[247, 429, 544, 647, 747, 842, 929, 1012, 1099, 1179, 1263, 1339, 1409]}, {"subject_area"=>"/Physical sciences/Mathematics", "average_usage"=>[259, 431, 541, 639, 727, 816, 898, 980, 1061, 1136, 1214, 1294, 1356]}]}
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