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Induction of autophagy is a promising approach for treating diverse human diseases, including neurodegenerative disorders and infectious diseases. Here, we report the use of a diversity-oriented stapling approach to produce autophagy-inducing peptides that are intrinsically cell-penetrant. These peptides induce autophagy at micromolar concentrations in vitro, have aggregate-clearing activity in a cellular model of Huntington\u2019s disease, and induce autophagy in vivo. Unexpectedly, the solution structure of the most potent stapled peptide, DD5-o, revealed an \u03b1-helical conformation in methanol, stabilized by an unusual (i,i+3) staple which cross-links two d-amino acids. We also developed a novel assay for cell penetration that reports exclusively on cytosolic access and used it to quantitatively compare the cell penetration of DD5-o and other autophagy-inducing peptides. These new, cell-penetrant autophagy inducers and their molecular details are critical advances in the effort to understand and control autophagy. More broadly, diversity-oriented stapling may provide a promising alternative to polycationic sequences as a means for rendering peptides more cell-penetrant.<\/jats:p>","DOI":"10.1021\/jacs.7b01698","type":"journal-article","created":{"date-parts":[[2017,4,17]],"date-time":"2017-04-17T09:08:00Z","timestamp":1492420080000},"page":"7792-7802","source":"Crossref","is-referenced-by-count":145,"title":["Diversity-Oriented\nStapling Yields Intrinsically Cell-Penetrant\nInducers of Autophagy"],"prefix":"10.1021","volume":"139","author":[{"given":"Leila","family":"Peraro","sequence":"first","affiliation":[{"name":"Tufts University , , , ,","place":["Medford, Massachusetts, United States, 02155"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Zhongju","family":"Zou","sequence":"additional","affiliation":[{"name":"University of Texas Southwestern Medical Center , , , ,","place":["Dallas, Texas, United States, 75390"]},{"name":"University of Texas Southwestern Medical Center , , , ,","place":["Dallas, Texas, United States, 75390"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-4918-8572","authenticated-orcid":true,"given":"Kamlesh M.","family":"Makwana","sequence":"additional","affiliation":[{"name":"Tufts University , , , ,","place":["Medford, Massachusetts, United States, 02155"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Ashleigh E.","family":"Cummings","sequence":"additional","affiliation":[{"name":"Tufts University , , , ,","place":["Medford, Massachusetts, United States, 02155"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Haydn L.","family":"Ball","sequence":"additional","affiliation":[{"name":"University of Texas Southwestern Medical Center , , , ,","place":["Dallas, Texas, United States, 75390"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Hongtao","family":"Yu","sequence":"additional","affiliation":[{"name":"Tufts University , , , ,","place":["Medford, Massachusetts, United States, 02155"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Yu-Shan","family":"Lin","sequence":"additional","affiliation":[{"name":"Tufts University , , , ,","place":["Medford, Massachusetts, United States, 02155"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Beth","family":"Levine","sequence":"additional","affiliation":[{"name":"University of Texas Southwestern Medical Center , , , ,","place":["Dallas, Texas, United States, 75390"]},{"name":"University of Texas Southwestern Medical Center , , , ,","place":["Dallas, Texas, United States, 75390"]},{"name":"University of Texas Southwestern Medical Center , , , ,","place":["Dallas, Texas, United States, 75390"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-2878-6781","authenticated-orcid":true,"given":"Joshua A.","family":"Kritzer","sequence":"additional","affiliation":[{"name":"Tufts University , , , ,","place":["Medford, Massachusetts, United States, 02155"]}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"316","published-online":{"date-parts":[[2017,4,17]]},"reference":[{"key":"2026090217351706600_cit1","doi-asserted-by":"publisher","first-page":"453","DOI":"10.1016\/j.bbrc.2003.07.023","volume":"313","author":"Yoshimori","year":"2004","journal-title":"Biochem. 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