{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,9,29]],"date-time":"2026-09-29T01:19:16Z","timestamp":1790644756382,"version":"4.1.0"},"reference-count":110,"publisher":"Wiley","issue":"4","license":[{"start":{"date-parts":[[2022,12,14]],"date-time":"2022-12-14T00:00:00Z","timestamp":1670976000000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"DOI":"10.13039\/501100000268","name":"Biotechnology and Biological Sciences Research Council","doi-asserted-by":"publisher","award":["BB\/M010996\/1"],"award-info":[{"award-number":["BB\/M010996\/1"]}],"id":[{"id":"10.13039\/501100000268","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/100010269","name":"Wellcome Trust","doi-asserted-by":"publisher","award":["202932\/Z\/16\/Z"],"award-info":[{"award-number":["202932\/Z\/16\/Z"]}],"id":[{"id":"10.13039\/100010269","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/100019180","name":"HORIZON EUROPE European Research Council","doi-asserted-by":"publisher","award":["695568"],"award-info":[{"award-number":["695568"]}],"id":[{"id":"10.13039\/100019180","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/100019180","name":"HORIZON EUROPE European Research Council","doi-asserted-by":"publisher","award":["771443"],"award-info":[{"award-number":["771443"]}],"id":[{"id":"10.13039\/100019180","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100000288","name":"Royal Society","doi-asserted-by":"publisher","award":["RGS\\R1\\201163"],"award-info":[{"award-number":["RGS\\R1\\201163"]}],"id":[{"id":"10.13039\/501100000288","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":["onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Angew Chem Int Ed"],"published-print":{"date-parts":[[2023,1,23]]},"abstract":"<jats:title>Abstract<\/jats:title>\n                  <jats:p>The multiple applications of super\u2010resolution microscopy have prompted the need for minimally invasive labeling strategies for peptide\u2010guided fluorescence imaging. Many fluorescent reporters display limitations (e.g., large and charged scaffolds, non\u2010specific binding) as building blocks for the construction of fluorogenic peptides. Herein we have built a library of benzodiazole amino acids and systematically examined them as reporters for background\u2010free fluorescence microscopy. We have identified amine\u2010derivatized benzoselenadiazoles as scalable and photostable amino acids for the straightforward solid\u2010phase synthesis of fluorescent peptides. Benzodiazole amino acids retain the binding capabilities of bioactive peptides and display excellent signal\u2010to\u2010background ratios. Furthermore, we have demonstrated their application in peptide\u2010PAINT imaging of postsynaptic density protein\u201095 nanoclusters in the synaptosomes from mouse brain tissues.<\/jats:p>","DOI":"10.1002\/anie.202216231","type":"journal-article","created":{"date-parts":[[2022,11,22]],"date-time":"2022-11-22T08:39:53Z","timestamp":1669106393000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":41,"title":["Small Fluorogenic Amino Acids for Peptide\u2010Guided Background\u2010Free Imaging"],"prefix":"10.1002","volume":"62","author":[{"given":"Fabio","family":"de Moliner","sequence":"first","affiliation":[{"name":"Centre for Inflammation Research The University of Edinburgh UK"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-7840-6129","authenticated-orcid":false,"given":"Zuzanna","family":"Konieczna","sequence":"additional","affiliation":[{"name":"EaStCHEM School of Chemistry The University of Edinburgh UK"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-3406-5203","authenticated-orcid":false,"given":"Lorena","family":"Mendive\u2010Tapia","sequence":"additional","affiliation":[{"name":"Centre for Inflammation Research The University of Edinburgh UK"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-6587-9867","authenticated-orcid":false,"given":"Rebecca S.","family":"Saleeb","sequence":"additional","affiliation":[{"name":"EaStCHEM School of Chemistry The University of Edinburgh UK"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-8944-2264","authenticated-orcid":false,"given":"Katie","family":"Morris","sequence":"additional","affiliation":[{"name":"EaStCHEM School of Chemistry The University of Edinburgh UK"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Juan Antonio","family":"Gonzalez\u2010Vera","sequence":"additional","affiliation":[{"name":"Nanoscopy-UGR Laboratory Facultad de Farmacia Universidad de Granada Spain"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-5253-1896","authenticated-orcid":false,"given":"Takeshi","family":"Kaizuka","sequence":"additional","affiliation":[{"name":"Centre for Clinical Brain Sciences The University of Edinburgh UK"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-8732-8735","authenticated-orcid":false,"given":"Seth G. N.","family":"Grant","sequence":"additional","affiliation":[{"name":"Centre for Clinical Brain Sciences The University of Edinburgh UK"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-5495-5492","authenticated-orcid":false,"given":"Mathew H.","family":"Horrocks","sequence":"additional","affiliation":[{"name":"EaStCHEM School of Chemistry The University of Edinburgh UK"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-5392-9740","authenticated-orcid":false,"given":"Marc","family":"Vendrell","sequence":"additional","affiliation":[{"name":"Centre for Inflammation Research The University of Edinburgh UK"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2022,12,14]]},"reference":[{"key":"e_1_2_7_1_1","unstructured":"\u00a0"},{"key":"e_1_2_7_2_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201910955"},{"key":"e_1_2_7_2_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201910955"},{"key":"e_1_2_7_3_2","doi-asserted-by":"publisher","DOI":"10.1021\/acscombsci.6b00081"},{"key":"e_1_2_7_4_2","doi-asserted-by":"publisher","DOI":"10.1126\/science.aav6416"},{"key":"e_1_2_7_5_2","doi-asserted-by":"publisher","DOI":"10.1039\/C7SC01364G"},{"key":"e_1_2_7_6_2","doi-asserted-by":"publisher","DOI":"10.1073\/pnas.1513094113"},{"key":"e_1_2_7_7_2","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.0c10972"},{"key":"e_1_2_7_8_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201913804"},{"key":"e_1_2_7_8_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201913804"},{"key":"e_1_2_7_9_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.scr.2014.03.002"},{"key":"e_1_2_7_10_2","doi-asserted-by":"publisher","DOI":"10.1039\/C0CC04495D"},{"key":"e_1_2_7_11_2","doi-asserted-by":"publisher","DOI":"10.1039\/b821766c"},{"key":"e_1_2_7_12_2","doi-asserted-by":"publisher","DOI":"10.1146\/annurev-biophys-051013-022836"},{"key":"e_1_2_7_13_1","unstructured":"\u00a0"},{"key":"e_1_2_7_14_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201501003"},{"key":"e_1_2_7_14_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201501003"},{"key":"e_1_2_7_15_2","doi-asserted-by":"publisher","DOI":"10.1146\/annurev-physchem-032811-112012"},{"key":"e_1_2_7_16_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.chemrev.7b00767"},{"key":"e_1_2_7_17_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.cbpa.2008.08.008"},{"key":"e_1_2_7_18_2","doi-asserted-by":"publisher","DOI":"10.1038\/nmeth.1624"},{"key":"e_1_2_7_19_2","doi-asserted-by":"publisher","DOI":"10.1016\/S0076-6879(10)75002-3"},{"key":"e_1_2_7_20_1","unstructured":"\u00a0"},{"key":"e_1_2_7_21_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.cbpa.2021.09.003"},{"key":"e_1_2_7_22_2","doi-asserted-by":"publisher","DOI":"10.1021\/acscentsci.1c00670"},{"key":"e_1_2_7_23_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202004764"},{"key":"e_1_2_7_23_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.202004764"},{"key":"e_1_2_7_24_2","doi-asserted-by":"publisher","DOI":"10.1002\/chem.202001560"},{"key":"e_1_2_7_25_1","unstructured":"\u00a0"},{"key":"e_1_2_7_26_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202109749"},{"key":"e_1_2_7_26_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.202109749"},{"key":"e_1_2_7_27_2","doi-asserted-by":"publisher","DOI":"10.1038\/s41467-021-23019-w"},{"key":"e_1_2_7_28_2","doi-asserted-by":"publisher","DOI":"10.1016\/bs.mie.2020.04.042"},{"key":"e_1_2_7_29_2","doi-asserted-by":"publisher","DOI":"10.1039\/C7CC04996J"},{"key":"e_1_2_7_30_2","doi-asserted-by":"publisher","DOI":"10.1021\/jp806698p"},{"key":"e_1_2_7_31_1","unstructured":"\u00a0"},{"key":"e_1_2_7_32_2","doi-asserted-by":"publisher","DOI":"10.3389\/fchem.2020.601436"},{"key":"e_1_2_7_33_2","doi-asserted-by":"publisher","DOI":"10.1117\/1.JBO.21.6.066017"},{"key":"e_1_2_7_34_2","doi-asserted-by":"publisher","DOI":"10.1002\/biot.201400026"},{"key":"e_1_2_7_35_1","unstructured":"\u00a0"},{"key":"e_1_2_7_36_2","doi-asserted-by":"publisher","DOI":"10.1038\/nmeth.4034"},{"key":"e_1_2_7_37_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201509649"},{"key":"e_1_2_7_37_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201509649"},{"key":"e_1_2_7_38_2","doi-asserted-by":"publisher","DOI":"10.1038\/nchem.1546"},{"key":"e_1_2_7_39_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jpcb.1c03193"},{"key":"e_1_2_7_40_2","doi-asserted-by":"publisher","DOI":"10.1007\/978-1-4939-7265-4_6"},{"key":"e_1_2_7_41_1","unstructured":"\u00a0"},{"key":"e_1_2_7_42_2","doi-asserted-by":"publisher","DOI":"10.1126\/science.1127344"},{"key":"e_1_2_7_43_2","doi-asserted-by":"publisher","DOI":"10.1038\/nmeth929"},{"key":"e_1_2_7_44_2","doi-asserted-by":"publisher","DOI":"10.1038\/nmeth.1291"},{"key":"e_1_2_7_45_2","doi-asserted-by":"publisher","DOI":"10.1366\/11-06398"},{"key":"e_1_2_7_46_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.cell.2010.12.002"},{"key":"e_1_2_7_47_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.devcel.2012.10.003"},{"key":"e_1_2_7_48_2","doi-asserted-by":"publisher","DOI":"10.1038\/s41589-021-00896-2"},{"key":"e_1_2_7_49_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.nanolett.1c02895"},{"key":"e_1_2_7_50_1","doi-asserted-by":"publisher","DOI":"10.1073\/pnas.0609643104"},{"key":"e_1_2_7_51_1","unstructured":"\u00a0"},{"key":"e_1_2_7_52_2","doi-asserted-by":"publisher","DOI":"10.1039\/C6NR00445H"},{"key":"e_1_2_7_53_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202206919"},{"key":"e_1_2_7_53_3","doi-asserted-by":"crossref","first-page":"e202206919","DOI":"10.1002\/ange.202206919","volume":"134","year":"2022","journal-title":"Angew. Chem."},{"key":"e_1_2_7_54_1","unstructured":"\u00a0"},{"key":"e_1_2_7_55_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.tibs.2021.05.010"},{"key":"e_1_2_7_56_2","doi-asserted-by":"publisher","DOI":"10.3390\/genes9120621"},{"key":"e_1_2_7_57_1","unstructured":"\u00a0"},{"key":"e_1_2_7_58_2","doi-asserted-by":"publisher","DOI":"10.1038\/s41592-022-01464-9"},{"key":"e_1_2_7_59_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.nanolett.7b03425"},{"key":"e_1_2_7_60_1","unstructured":"\u00a0"},{"key":"e_1_2_7_61_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.nanolett.0c02620"},{"key":"e_1_2_7_62_2","doi-asserted-by":"publisher","DOI":"10.1038\/s41598-017-12257-y"},{"key":"e_1_2_7_63_1","unstructured":"\u00a0"},{"key":"e_1_2_7_64_2","doi-asserted-by":"publisher","DOI":"10.1002\/cbic.202100301"},{"key":"e_1_2_7_65_2","doi-asserted-by":"publisher","DOI":"10.1002\/pro.3953"},{"key":"e_1_2_7_66_2","doi-asserted-by":"publisher","DOI":"10.1038\/s42003-020-01188-6"},{"key":"e_1_2_7_67_1","unstructured":"\u00a0"},{"key":"e_1_2_7_68_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202113020"},{"key":"e_1_2_7_68_3","doi-asserted-by":"crossref","first-page":"e202113020","DOI":"10.1002\/ange.202113020","volume":"134","year":"2022","journal-title":"Angew. Chem."},{"key":"e_1_2_7_69_2","doi-asserted-by":"publisher","DOI":"10.1038\/nprot.2017.048"},{"key":"e_1_2_7_70_2","doi-asserted-by":"publisher","DOI":"10.1039\/C9SC05558D"},{"key":"e_1_2_7_71_2","doi-asserted-by":"publisher","DOI":"10.1039\/C6CC07879F"},{"key":"e_1_2_7_72_2","doi-asserted-by":"publisher","DOI":"10.1039\/C9CC09064A"},{"key":"e_1_2_7_73_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.joc.9b00036"},{"key":"e_1_2_7_74_2","doi-asserted-by":"publisher","DOI":"10.1039\/b912782h"},{"key":"e_1_2_7_75_1","unstructured":"\u00a0"},{"key":"e_1_2_7_76_2","doi-asserted-by":"publisher","DOI":"10.1002\/chem.201200597"},{"key":"e_1_2_7_77_2","doi-asserted-by":"publisher","DOI":"10.1038\/s41467-021-22578-2"},{"key":"e_1_2_7_78_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201900465"},{"key":"e_1_2_7_78_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201900465"},{"key":"e_1_2_7_79_1","unstructured":"\u00a0"},{"key":"e_1_2_7_80_2","doi-asserted-by":"publisher","DOI":"10.1039\/C9OB02486G"},{"key":"e_1_2_7_81_2","doi-asserted-by":"publisher","DOI":"10.1002\/chem.202103262"},{"key":"e_1_2_7_82_1","doi-asserted-by":"publisher","DOI":"10.1007\/s11705-021-2080-8"},{"key":"e_1_2_7_83_1","unstructured":"\u00a0"},{"key":"e_1_2_7_84_2","doi-asserted-by":"publisher","DOI":"10.1038\/ncomms10940"},{"key":"e_1_2_7_85_2","doi-asserted-by":"publisher","DOI":"10.1038\/s41467-020-17772-7"},{"key":"e_1_2_7_86_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202117218"},{"key":"e_1_2_7_86_3","doi-asserted-by":"crossref","first-page":"e202117218","DOI":"10.1002\/ange.202117218","volume":"134","year":"2022","journal-title":"Angew. Chem."},{"key":"e_1_2_7_87_1","doi-asserted-by":"publisher","DOI":"10.1002\/chem.201702289"},{"key":"e_1_2_7_88_1","doi-asserted-by":"publisher","DOI":"10.1039\/C7SC01800B"},{"key":"e_1_2_7_89_1","doi-asserted-by":"publisher","DOI":"10.1038\/s41467-021-23462-9"},{"key":"e_1_2_7_90_1","doi-asserted-by":"publisher","DOI":"10.1021\/acssynbio.5b00060"},{"key":"e_1_2_7_91_1","unstructured":"\u00a0"},{"key":"e_1_2_7_92_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.neuron.2013.03.009"},{"key":"e_1_2_7_93_2","doi-asserted-by":"publisher","DOI":"10.1523\/JNEUROSCI.2381-12.2013"},{"key":"e_1_2_7_94_2","doi-asserted-by":"publisher","DOI":"10.1083\/jcb.201302071"},{"key":"e_1_2_7_95_2","doi-asserted-by":"publisher","DOI":"10.1038\/srep24626"},{"key":"e_1_2_7_96_1","doi-asserted-by":"publisher","DOI":"10.1002\/0471140864.ps0910s80"},{"key":"e_1_2_7_97_1","doi-asserted-by":"publisher","DOI":"10.1016\/S0896-6273(00)81009-0"},{"key":"e_1_2_7_98_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.neuron.2021.12.004"},{"key":"e_1_2_7_99_1","doi-asserted-by":"publisher","DOI":"10.1073\/pnas.1807104115"},{"key":"e_1_2_7_100_1","doi-asserted-by":"publisher","DOI":"10.1038\/nmeth.2448"}],"container-title":["Angewandte Chemie International Edition"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/anie.202216231","content-type":"application\/pdf","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/full-xml\/10.1002\/anie.202216231","content-type":"application\/xml","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/anie.202216231","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2023,12,1]],"date-time":"2023-12-01T09:57:45Z","timestamp":1701424665000},"score":1,"resource":{"primary":{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/10.1002\/anie.202216231"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2022,12,14]]},"references-count":110,"journal-issue":{"issue":"4","published-print":{"date-parts":[[2023,1,23]]}},"alternative-id":["10.1002\/anie.202216231"],"URL":"https:\/\/doi.org\/10.1002\/anie.202216231","archive":["Portico"],"relation":{},"ISSN":["1433-7851","1521-3773"],"issn-type":[{"value":"1433-7851","type":"print"},{"value":"1521-3773","type":"electronic"}],"subject":[],"published":{"date-parts":[[2022,12,14]]},"assertion":[{"value":"2022-11-03","order":0,"name":"received","label":"Received","group":{"name":"publication_history","label":"Publication History"}},{"value":"2022-12-14","order":2,"name":"published","label":"Published","group":{"name":"publication_history","label":"Publication History"}}],"article-number":"e202216231"}}