{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,7,24]],"date-time":"2026-07-24T23:59:59Z","timestamp":1784937599309,"version":"3.55.0"},"reference-count":111,"publisher":"Wiley","issue":"37","license":[{"start":{"date-parts":[[2021,8,6]],"date-time":"2021-08-06T00:00:00Z","timestamp":1628208000000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/creativecommons.org\/licenses\/by-nc-nd\/4.0\/"}],"funder":[{"DOI":"10.13039\/501100011053","name":"CAS-Croucher Funding Scheme for Joint Laboratories","doi-asserted-by":"publisher","award":["CAS 18204"],"award-info":[{"award-number":["CAS 18204"]}],"id":[{"id":"10.13039\/501100011053","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100004377","name":"Hong Kong Polytechnic University","doi-asserted-by":"publisher","award":["Start-up Fund for RAPs under the Strategic Hiring Scheme P0035714"],"award-info":[{"award-number":["Start-up Fund for RAPs under the Strategic Hiring Scheme P0035714"]}],"id":[{"id":"10.13039\/501100004377","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":[[2021,9,6]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>We introduce a new and highly efficient synthetic protocol towards multifunctional fluorescent cyclopeptides by solid\u2010phase peptide macrocyclization via dipyrrin construction, with full scope of proteinogenic amino acids and different ring sizes. Various bicyclic peptides can be created by dipyrrin\u2010based crosslinking and double dipyrrin\u2010ring formation. The embedded dipyrrin can be either transformed to fluorescent BODIPY and then utilized as cancer\u2010selective targeted protein imaging probe in vitro, or directly employed as a selective metal sensor in aqueous media. This work provides a valuable addition to the peptide macrocyclization toolbox, and a blueprint for the development of multifunctional dipyrrin linkers in cyclopeptides for a wide range of potential bioapplications.<\/jats:p>","DOI":"10.1002\/anie.202108885","type":"journal-article","created":{"date-parts":[[2021,7,17]],"date-time":"2021-07-17T05:10:57Z","timestamp":1626498657000},"page":"20301-20307","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":20,"title":["Solid\u2010Phase Peptide Macrocyclization and Multifunctionalization via Dipyrrin Construction"],"prefix":"10.1002","volume":"60","author":[{"ORCID":"https:\/\/orcid.org\/0000-0001-7296-8182","authenticated-orcid":false,"given":"Yue","family":"Wu","sequence":"first","affiliation":[{"name":"Department of Chemistry Hong Kong Baptist University Kowloon Tong Kowloon Hong Kong SAR China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-6964-1840","authenticated-orcid":false,"given":"Ho\u2010Fai","family":"Chau","sequence":"additional","affiliation":[{"name":"Department of Chemistry Hong Kong Baptist University Kowloon Tong Kowloon Hong Kong SAR China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-4366-9113","authenticated-orcid":false,"given":"Waygen","family":"Thor","sequence":"additional","affiliation":[{"name":"Department of Chemistry Hong Kong Baptist University Kowloon Tong Kowloon Hong Kong SAR China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-7363-2082","authenticated-orcid":false,"given":"Kaitlin Hao Yi","family":"Chan","sequence":"additional","affiliation":[{"name":"Department of Chemistry Hong Kong Baptist University Kowloon Tong Kowloon Hong Kong SAR China"},{"name":"Department of Applied Biology and Chemical Technology Hong Kong Polytechnic University Hung Hom Hong Kong SAR China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Xia","family":"Ma","sequence":"additional","affiliation":[{"name":"Department of Chemistry Hong Kong Baptist University Kowloon Tong Kowloon Hong Kong SAR China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-3995-5985","authenticated-orcid":false,"given":"Wai\u2010Lun","family":"Chan","sequence":"additional","affiliation":[{"name":"Department of Applied Biology and Chemical Technology Hong Kong Polytechnic University Hung Hom Hong Kong SAR China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-8298-938X","authenticated-orcid":false,"given":"Nicholas J.","family":"Long","sequence":"additional","affiliation":[{"name":"Department of Chemistry Imperial College London, Molecular Sciences Research Hub London UK"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-3750-5980","authenticated-orcid":false,"given":"Ka\u2010Leung","family":"Wong","sequence":"additional","affiliation":[{"name":"Department of Chemistry Hong Kong Baptist University Kowloon Tong Kowloon Hong Kong SAR China"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2021,8,6]]},"reference":[{"key":"e_1_2_2_1_1","unstructured":"For selected recent reviews see:"},{"key":"e_1_2_2_2_2","doi-asserted-by":"publisher","DOI":"10.3390\/ijms22041611"},{"key":"e_1_2_2_3_2","doi-asserted-by":"publisher","DOI":"10.3390\/molecules26020445"},{"key":"e_1_2_2_4_2","doi-asserted-by":"crossref","DOI":"10.1002\/pep2.24191","volume":"113","author":"Bluntzer M. T. J.","year":"2020","journal-title":"Pept. Sci."},{"key":"e_1_2_2_5_2","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.8b13178"},{"key":"e_1_2_2_6_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.csbj.2019.01.012"},{"key":"e_1_2_2_7_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201401058"},{"key":"e_1_2_2_7_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201401058"},{"key":"e_1_2_2_8_1","unstructured":"For selected representative works see:"},{"key":"e_1_2_2_9_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201510557"},{"key":"e_1_2_2_9_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201510557"},{"key":"e_1_2_2_10_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201508709"},{"key":"e_1_2_2_10_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201508709"},{"key":"e_1_2_2_11_1","unstructured":"For a recent review see:"},{"key":"e_1_2_2_12_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.chemrev.9b00008"},{"key":"e_1_2_2_13_2","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.7b01698"},{"key":"e_1_2_2_14_1","doi-asserted-by":"publisher","DOI":"10.1073\/pnas.1002713107"},{"key":"e_1_2_2_15_1","unstructured":"For selected recent works on cyclopeptides with remarkable bioactivities see:"},{"key":"e_1_2_2_16_2","doi-asserted-by":"publisher","DOI":"10.1073\/pnas.1721173115"},{"key":"e_1_2_2_17_2","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.7b09790"},{"key":"e_1_2_2_18_2","doi-asserted-by":"publisher","DOI":"10.1126\/sciadv.abc6381"},{"key":"e_1_2_2_19_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jmedchem.0c00736"},{"key":"e_1_2_2_20_2","doi-asserted-by":"publisher","DOI":"10.1038\/s41467-017-00888-8"},{"key":"e_1_2_2_21_2","doi-asserted-by":"publisher","DOI":"10.1073\/pnas.1303002110"},{"key":"e_1_2_2_22_1","unstructured":"For selected recent reviews see:"},{"key":"e_1_2_2_23_2","doi-asserted-by":"publisher","DOI":"10.1039\/C4CC08565E"},{"key":"e_1_2_2_24_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.ejmech.2015.01.014"},{"key":"e_1_2_2_25_1","unstructured":"For selected reviews see:"},{"key":"e_1_2_2_26_2","doi-asserted-by":"publisher","DOI":"10.1038\/nchem.1062"},{"key":"e_1_2_2_27_2","doi-asserted-by":"publisher","DOI":"10.1039\/C4CS00246F"},{"key":"e_1_2_2_28_1","unstructured":"For selected recent works see:"},{"key":"e_1_2_2_29_2","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.8b00172"},{"key":"e_1_2_2_30_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201913305"},{"key":"e_1_2_2_30_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201913305"},{"key":"e_1_2_2_31_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201508416"},{"key":"e_1_2_2_31_2","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201508416"},{"key":"e_1_2_2_32_1","unstructured":"For selected recent works see:"},{"key":"e_1_2_2_33_2","doi-asserted-by":"publisher","DOI":"10.1038\/ncomms8160"},{"key":"e_1_2_2_34_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201608648"},{"key":"e_1_2_2_34_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201608648"},{"key":"e_1_2_2_35_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201811668"},{"key":"e_1_2_2_35_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201811668"},{"key":"e_1_2_2_36_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201812705"},{"key":"e_1_2_2_36_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201812705"},{"key":"e_1_2_2_37_2","doi-asserted-by":"publisher","DOI":"10.1038\/s41557-018-0006-y"},{"key":"e_1_2_2_38_2","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.9b04221"},{"key":"e_1_2_2_39_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202007226"},{"key":"e_1_2_2_39_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.202007226"},{"key":"e_1_2_2_40_1","unstructured":"For selected recent works see:"},{"key":"e_1_2_2_41_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja505141j"},{"key":"e_1_2_2_42_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja507166g"},{"key":"e_1_2_2_43_2","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.7b06552"},{"key":"e_1_2_2_44_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.9b07578"},{"key":"e_1_2_2_45_1","unstructured":"For a selected recent review see:"},{"key":"e_1_2_2_46_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.chemrev.8b00744"},{"key":"e_1_2_2_47_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201916257"},{"key":"e_1_2_2_47_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201916257"},{"key":"e_1_2_2_48_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201812620"},{"key":"e_1_2_2_48_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201812620"},{"key":"e_1_2_2_49_2","doi-asserted-by":"publisher","DOI":"10.1039\/C9CC05934B"},{"key":"e_1_2_2_50_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.orglett.6b02001"},{"key":"e_1_2_2_51_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.joc.5b00858"},{"key":"e_1_2_2_52_2","doi-asserted-by":"publisher","DOI":"10.1039\/C4OB01915F"},{"key":"e_1_2_2_53_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.chemrev.8b00657"},{"key":"e_1_2_2_54_1","unstructured":"For a selected recent review see:"},{"key":"e_1_2_2_55_2","doi-asserted-by":"publisher","DOI":"10.1039\/C9CS00366E"},{"key":"e_1_2_2_56_2","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.9b03623"},{"key":"e_1_2_2_57_2","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.7b01624"},{"key":"e_1_2_2_58_2","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.6b03757"},{"key":"e_1_2_2_59_2","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.5b12301"},{"key":"e_1_2_2_60_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202016267"},{"key":"e_1_2_2_60_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.202016267"},{"key":"e_1_2_2_61_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202014511"},{"key":"e_1_2_2_61_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.202014511"},{"key":"e_1_2_2_62_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202016936"},{"key":"e_1_2_2_62_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.202016936"},{"key":"e_1_2_2_63_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201911900"},{"key":"e_1_2_2_63_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201911900"},{"key":"e_1_2_2_64_2","doi-asserted-by":"publisher","DOI":"10.1002\/chem.202003779"},{"key":"e_1_2_2_65_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201503975"},{"key":"e_1_2_2_65_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201503975"},{"key":"e_1_2_2_66_2","doi-asserted-by":"publisher","DOI":"10.1039\/D0SC05125J"},{"key":"e_1_2_2_67_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.chemrev.0c00532"},{"key":"e_1_2_2_68_1","unstructured":"For selected representative works see:"},{"key":"e_1_2_2_69_2","doi-asserted-by":"publisher","DOI":"10.1002\/adtp.201800052"},{"key":"e_1_2_2_70_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja910544p"},{"key":"e_1_2_2_71_2","doi-asserted-by":"publisher","DOI":"10.1021\/bc300239a"},{"key":"e_1_2_2_72_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.bioconjchem.8b00906"},{"key":"e_1_2_2_73_2","doi-asserted-by":"publisher","DOI":"10.1039\/C7SC01342F"},{"key":"e_1_2_2_74_2","doi-asserted-by":"publisher","DOI":"10.1021\/acschembio.9b00063"},{"key":"e_1_2_2_75_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja511656q"},{"key":"e_1_2_2_76_1","doi-asserted-by":"publisher","DOI":"10.1039\/D0SC03975F"},{"key":"e_1_2_2_77_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201906514"},{"key":"e_1_2_2_77_2","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201906514"},{"key":"e_1_2_2_78_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201303324"},{"key":"e_1_2_2_78_2","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201303324"},{"key":"e_1_2_2_79_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja512880g"},{"key":"e_1_2_2_80_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202002032"},{"key":"e_1_2_2_80_2","doi-asserted-by":"publisher","DOI":"10.1002\/ange.202002032"},{"key":"e_1_2_2_81_1","doi-asserted-by":"publisher","DOI":"10.1039\/D0SC04849F"},{"key":"e_1_2_2_82_1","doi-asserted-by":"publisher","DOI":"10.1021\/mp3002733"},{"key":"e_1_2_2_83_1","doi-asserted-by":"publisher","DOI":"10.1016\/S0090-4295(02)01748-X"},{"key":"e_1_2_2_84_1","doi-asserted-by":"publisher","DOI":"10.1021\/mp5000746"},{"key":"e_1_2_2_85_1","doi-asserted-by":"publisher","DOI":"10.1002\/pep2.24181"},{"key":"e_1_2_2_86_1","unstructured":"For a selected work see:"},{"key":"e_1_2_2_87_2","doi-asserted-by":"publisher","DOI":"10.1007\/s00775-017-1449-0"},{"key":"e_1_2_2_88_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.saa.2020.118549"},{"key":"e_1_2_2_89_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.ccr.2020.213269"},{"key":"e_1_2_2_90_1","unstructured":"\u00a0"},{"key":"e_1_2_2_91_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.inoche.2019.107611"},{"key":"e_1_2_2_92_2","doi-asserted-by":"publisher","DOI":"10.1021\/jo900064y"}],"container-title":["Angewandte Chemie International Edition"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/anie.202108885","content-type":"application\/pdf","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/full-xml\/10.1002\/anie.202108885","content-type":"application\/xml","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/anie.202108885","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2023,11,6]],"date-time":"2023-11-06T05:05:36Z","timestamp":1699247136000},"score":1,"resource":{"primary":{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/10.1002\/anie.202108885"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2021,8,6]]},"references-count":111,"journal-issue":{"issue":"37","published-print":{"date-parts":[[2021,9,6]]}},"alternative-id":["10.1002\/anie.202108885"],"URL":"https:\/\/doi.org\/10.1002\/anie.202108885","archive":["Portico"],"relation":{},"ISSN":["1433-7851","1521-3773"],"issn-type":[{"value":"1433-7851","type":"print"},{"value":"1521-3773","type":"electronic"}],"subject":[],"published":{"date-parts":[[2021,8,6]]},"assertion":[{"value":"2021-07-04","order":0,"name":"received","label":"Received","group":{"name":"publication_history","label":"Publication History"}},{"value":"2021-08-06","order":2,"name":"published","label":"Published","group":{"name":"publication_history","label":"Publication History"}}]}}