{"id":15214,"date":"2019-02-01T14:07:40","date_gmt":"2019-02-01T13:07:40","guid":{"rendered":"https:\/\/news.embl.de\/?p=15214"},"modified":"2024-03-22T11:17:40","modified_gmt":"2024-03-22T10:17:40","slug":"structure-of-prodrug-transporter-complex-revealed","status":"publish","type":"post","link":"https:\/\/www.embl.org\/news\/science\/structure-of-prodrug-transporter-complex-revealed\/","title":{"rendered":"Structure of prodrug-transporter complex revealed"},"content":{"rendered":"\n<p>Prodrugs, inactive medications that are metabolised into an active form within the body, are able to hijack human peptide transporters PepT1 or PepT2 and hitch a ride directly into a cell. This process allows for the accelerated absorption of a drug into a patient\u2019s bloodstream. While prodrugs are clinically effective, little is known about the peptide transporters themselves at the molecular level.<\/p>\n\n\n\n<p>Research groups lead by CSSB\/EMBL scientists <a href=\"https:\/\/www.embl-hamburg.de\/research\/unit\/loew\/index.html\" target=\"_blank\" rel=\"noopener noreferrer\">Christian L\u00f6w<\/a> and <a href=\"https:\/\/www.embl-hamburg.de\/research\/unit\/kosinski\/index.html\" target=\"_blank\" rel=\"noopener noreferrer\">Jan Kosinski<\/a> are now a step closer to understanding the structures of peptide transporters and how they recognise, bind and transport prodrugs. The groups recently determined a high-resolution crystal structure of a peptide transporter in complex with the prodrug valganciclovir: a medication that combats certain viral infections. Their results, published in the <em>Journal of the American Chemical Society<\/em>, could assist in the design of prodrugs with improved absorption rates.<\/p>\n\n\n\n<h3 class=\"wp-block-heading\">Bacterial relations<\/h3>\n\n\n\n<p>The scientists chose to study the bacterial peptide transporter DtpA, from <em>E. coli<\/em>, because of its close evolutional relationship with the human PepT1 transporter. To produce well-diffracting crystals of DtpA, L\u00f6w teamed up with the group of Jan Steyaert from Belgium to generate DtpA-specific nanobodies. Nanobodies are antibody fragments derived from naturally-occurring, heavy-chain-only antibodies found in llamas. \u201cThe nanobodies act as crystallisation chaperones,\u201d explains L\u00f6w. \u201cThey increase the stability of membrane proteins such as DtpA, thus allowing us to generate high-quality crystals.\u201d<\/p>\n\n\n\n<p>Yonca Ural-Blimke, of the L\u00f6w group, then carried out the crystallisation experiments on DtpA in complex with a nanobody and a prodrug molecule at the Sample Preparation and Characterization facility (SPC). She analysed the obtained crystals at the EMBL-operated beamlines P13 and P14: part of DESY&#8217;s X-ray light source PETRA III. The determined 2.65 \u00c5ngstrom-resolution structure of DtpA bound with the prodrug valganciclovir revealed an unexpected result. \u201cThe orientation of the prodrug in the binding pocket is flipped by 180 degrees relative to prior predictions,\u201d says L\u00f6w. \u201cWe also discovered that DtpA preferably binds, and likely transports, tripeptides over dipeptides.\u201d<\/p>\n\n\n\n<p>The Kosinski group built a high-quality structural model of the human PepT1 transporter in complex with valganciclovir using the DtpA crystal structure as a guide. \u201cThe model,\u201d Kosinski explains, \u201cshows that human PepT1 very likely binds the drug in the same way as DtpA and pinpoints the exact amino acid groups responsible for binding.\u201d This research could facilitate the development of new prodrugs with improved absorption rates that could lower pharmacologically effective doses and reduce the negative side effects experienced by patients.<\/p>\n\n\n\n<p><a href=\"https:\/\/www.cssb-hamburg.de\/news_and_events\/news\/29012019\/index_eng.html\" target=\"_blank\" rel=\"noopener noreferrer\"><span lang=\"EN-GB\">Adapted from the news article on the CSSB website<\/span><\/a><\/p>\n","protected":false},"excerpt":{"rendered":"<p>Scientists develop structural model that could help in the development of drugs with increased absorption rates<\/p>\n","protected":false},"author":16,"featured_media":15215,"comment_status":"closed","ping_status":"closed","sticky":false,"template":"","format":"standard","meta":{"_acf_changed":false,"footnotes":""},"categories":[2,17591],"tags":[580,29,775,53,540,461,772,539,5744,35],"embl_taxonomy":[],"class_list":["post-15214","post","type-post","status-publish","format-standard","has-post-thumbnail","hentry","category-science","category-science-technology","tag-bacteria","tag-crystallography","tag-cssb","tag-hamburg","tag-kosinski","tag-low","tag-prodrug","tag-research-highlight","tag-sample-preparation-and-characterisation-facility","tag-structural-biology"],"acf":{"article_intro":"<p><span lang=\"EN-GB\">Scientists develop structural model that could help in the development of drugs with increased absorption rates<\/span><\/p>\n","related_links":[{"link_description":"L\u00f6w group","link_url":"http:\/\/www.embl-hamburg.de\/research\/unit\/loew\/index.html"},{"link_description":"Kosinski group","link_url":"http:\/\/www.embl-hamburg.de\/research\/unit\/kosinski\/index.html"},{"link_description":"Centre for Structural Systems Biology","link_url":"https:\/\/www.cssb-hamburg.de"}],"article_sources":[{"source_description":"<p>Yonca Ural-Blimke <em>et al<\/em>.\u00a0Structure of Prototypic Peptide Transporter DtpA from\u00a0<em>E. coli<\/em> in Complex with Valganciclovir Provides Insights into Drug Binding of Human PepT1.<em>\u00a0Journal of the American Chemical Society<\/em>, published online 15 January 2019. DOI: 10.1021\/jacs.8b11343<\/p>\n","source_link_url":"http:\/\/dx.doi.org\/10.1021\/jacs.8b11343"}],"vf_locked":false,"featured":false,"color":"#007B53","show_featured_image":false,"field_target_display":"","in_this_article":false,"press_contact":"None","translations":false},"embl_taxonomy_terms":[],"yoast_head":"<!-- This site is optimized with the Yoast SEO plugin v26.2 - https:\/\/yoast.com\/wordpress\/plugins\/seo\/ -->\n<title>Structure of prodrug-transporter complex revealed | EMBL<\/title>\n<meta name=\"description\" content=\"Scientists develop structural model that could help the development of drugs with increased absorption rates.\" \/>\n<meta name=\"robots\" content=\"index, follow, max-snippet:-1, max-image-preview:large, max-video-preview:-1\" \/>\n<link rel=\"canonical\" href=\"https:\/\/www.embl.org\/news\/science\/structure-of-prodrug-transporter-complex-revealed\/\" \/>\n<meta property=\"og:locale\" content=\"en_US\" \/>\n<meta property=\"og:type\" content=\"article\" \/>\n<meta property=\"og:title\" content=\"Structure of prodrug-transporter complex revealed | EMBL\" \/>\n<meta property=\"og:description\" content=\"Scientists develop structural model that could help the development of drugs with increased absorption rates.\" \/>\n<meta property=\"og:url\" content=\"https:\/\/www.embl.org\/news\/science\/structure-of-prodrug-transporter-complex-revealed\/\" \/>\n<meta property=\"og:site_name\" content=\"EMBL\" \/>\n<meta property=\"article:publisher\" content=\"https:\/\/www.facebook.com\/embl.org\/\" \/>\n<meta property=\"article:published_time\" content=\"2019-02-01T13:07:40+00:00\" \/>\n<meta property=\"article:modified_time\" content=\"2024-03-22T10:17:40+00:00\" \/>\n<meta property=\"og:image\" content=\"https:\/\/www.embl.org\/news\/wp-content\/uploads\/2019\/01\/Hamburg_Peptide_image_web.png\" \/>\n\t<meta property=\"og:image:width\" content=\"1255\" \/>\n\t<meta property=\"og:image:height\" content=\"883\" \/>\n\t<meta property=\"og:image:type\" content=\"image\/png\" \/>\n<meta name=\"author\" content=\"Guest author(s)\" \/>\n<meta name=\"twitter:card\" content=\"summary_large_image\" \/>\n<meta name=\"twitter:creator\" content=\"@embl\" \/>\n<meta name=\"twitter:site\" content=\"@embl\" \/>\n<meta name=\"twitter:label1\" content=\"Written by\" \/>\n\t<meta name=\"twitter:data1\" content=\"Guest author(s)\" \/>\n\t<meta name=\"twitter:label2\" content=\"Est. reading time\" \/>\n\t<meta name=\"twitter:data2\" content=\"2 minutes\" \/>\n<script type=\"application\/ld+json\" class=\"yoast-schema-graph\">{\"@context\":\"https:\/\/schema.org\",\"@graph\":[{\"@type\":\"NewsArticle\",\"@id\":\"https:\/\/www.embl.org\/news\/science\/structure-of-prodrug-transporter-complex-revealed\/#article\",\"isPartOf\":{\"@id\":\"https:\/\/www.embl.org\/news\/science\/structure-of-prodrug-transporter-complex-revealed\/\"},\"author\":{\"name\":\"Guest author(s)\",\"@id\":\"https:\/\/www.embl.org\/news\/#\/schema\/person\/b4d9366b2ebe691c4015c64c3619205b\"},\"headline\":\"Structure of prodrug-transporter complex revealed\",\"datePublished\":\"2019-02-01T13:07:40+00:00\",\"dateModified\":\"2024-03-22T10:17:40+00:00\",\"mainEntityOfPage\":{\"@id\":\"https:\/\/www.embl.org\/news\/science\/structure-of-prodrug-transporter-complex-revealed\/\"},\"wordCount\":426,\"publisher\":{\"@id\":\"https:\/\/www.embl.org\/news\/#organization\"},\"image\":{\"@id\":\"https:\/\/www.embl.org\/news\/science\/structure-of-prodrug-transporter-complex-revealed\/#primaryimage\"},\"thumbnailUrl\":\"https:\/\/www.embl.org\/news\/wp-content\/uploads\/2019\/01\/Hamburg_Peptide_image_web.png\",\"keywords\":[\"bacteria\",\"crystallography\",\"cssb\",\"hamburg\",\"kosinski\",\"l\u00f6w\",\"prodrug\",\"research highlight\",\"sample preparation and characterisation facility\",\"structural biology\"],\"articleSection\":[\"Science\",\"Science &amp; 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