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Cyclized caged oligos are particularly promising structures because of their inherent stability and similarity to naturally occurring circular DNA and RNA molecules. Here, we introduce an efficient route for cyclizing an antisense oligodeoxynucleotide incorporating a photocleavable linker. Oligo cyclization was achieved for several sequences in nearly quantitative yields through intramolecular copper(I)\u2010catalyzed azide\u2013alkyne cycloaddition (CuAAC). Caging stability and light activation were characterized by FRET efficiency, denaturing gel assay, and melting temperature measurements. Finally, a cyclized caged oligo was designed to target <jats:italic>gfap<\/jats:italic>, and it gave a tenfold reduction in glial fibrillary acidic protein upon photoactivation in astrocytes.<\/jats:p>","DOI":"10.1002\/cbic.201800012","type":"journal-article","created":{"date-parts":[[2018,2,26]],"date-time":"2018-02-26T00:45:55Z","timestamp":1519605955000},"page":"1250-1254","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":37,"title":["Efficient Synthesis of Light\u2010Triggered Circular Antisense Oligonucleotides Targeting Cellular Protein Expression"],"prefix":"10.1002","volume":"19","author":[{"given":"Linlin","family":"Yang","sequence":"first","affiliation":[{"name":"Department of Chemistry University of Pennsylvania  231 South 34th Street Philadelphia PA 19104-6323 USA"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Hyun Bum","family":"Kim","sequence":"additional","affiliation":[{"name":"Department of Pharmacology University of Pennsylvania  38 John Morgan Building 3620 Hamilton Walk Philadelphia PA 19104-6084 USA"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Jai\u2010Yoon","family":"Sul","sequence":"additional","affiliation":[{"name":"Department of Pharmacology University of Pennsylvania  38 John Morgan Building 3620 Hamilton Walk Philadelphia PA 19104-6084 USA"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Sean B.","family":"Yeldell","sequence":"additional","affiliation":[{"name":"Department of Chemistry University of Pennsylvania  231 South 34th Street Philadelphia PA 19104-6323 USA"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"James H.","family":"Eberwine","sequence":"additional","affiliation":[{"name":"Department of Pharmacology University of Pennsylvania  38 John Morgan Building 3620 Hamilton Walk Philadelphia PA 19104-6084 USA"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-7162-1347","authenticated-orcid":false,"given":"Ivan J.","family":"Dmochowski","sequence":"additional","affiliation":[{"name":"Department of Chemistry University of Pennsylvania  231 South 34th Street Philadelphia PA 19104-6323 USA"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"311","published-online":{"date-parts":[[2018,4,17]]},"reference":[{"key":"e_1_2_2_1_1","unstructured":"\u00a0"},{"key":"e_1_2_2_2_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.jinorgbio.2015.03.010"},{"key":"e_1_2_2_3_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201202134"},{"key":"e_1_2_2_3_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201202134"},{"key":"e_1_2_2_4_2","first-page":"768","volume":"257","author":"Ankenbruck N.","year":"2018","journal-title":"Angew. 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