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A broad spectrum of bioactivities have been attributed to gomesin, including in vivo and in vitro cytotoxicity against tumour cells, antimicrobial, antifungal, anti\u2010<jats:italic>Leishmania<\/jats:italic> and antimalarial effects. Given the potential therapeutic applications of gomesin, it was of interest to determine if an engineered version with a cyclic backbone has improved stability and bioactivity. Cyclization has been shown to confer enhanced stability and activity to a range of bioactive peptides and, in the case of a cone snail venom peptide, confer oral activity in a pain model. The current study demonstrates that cyclization improves the in vitro stability of gomesin over a 24 hour time period and enhances cytotoxicity against a cancer cell line without being toxic to a noncancerous cell line. In addition, antimalarial activity is enhanced upon cyclization. These findings provide additional insight into the influences of backbone cyclization on the therapeutic potential of peptides.<\/jats:p>","DOI":"10.1002\/cbic.201300034","type":"journal-article","created":{"date-parts":[[2013,2,20]],"date-time":"2013-02-20T16:12:33Z","timestamp":1361376753000},"page":"617-624","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":83,"title":["Cyclization of the Antimicrobial Peptide Gomesin with Native Chemical Ligation: Influences on Stability and Bioactivity"],"prefix":"10.1002","volume":"14","author":[{"given":"Lai Yue","family":"Chan","sequence":"first","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Veronica M.","family":"Zhang","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Yen\u2010hua","family":"Huang","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Norman C.","family":"Waters","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Paramjit S.","family":"Bansal","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"David J.","family":"Craik","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Norelle L.","family":"Daly","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2013,2,20]]},"reference":[{"key":"e_1_2_7_1_2","doi-asserted-by":"publisher","DOI":"10.1517\/14656566.7.6.653"},{"key":"e_1_2_7_2_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.dci.2007.11.002"},{"key":"e_1_2_7_3_2","doi-asserted-by":"publisher","DOI":"10.1124\/pr.55.1.2"},{"key":"e_1_2_7_4_2","doi-asserted-by":"publisher","DOI":"10.1016\/0300-483X(94)90158-9"},{"key":"e_1_2_7_5_2","doi-asserted-by":"publisher","DOI":"10.1593\/neo.07885"},{"key":"e_1_2_7_6_2","doi-asserted-by":"publisher","DOI":"10.1074\/jbc.M001491200"},{"key":"e_1_2_7_7_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.cbi.2010.04.012"},{"key":"e_1_2_7_8_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.exppara.2007.01.022"},{"key":"e_1_2_7_9_2","doi-asserted-by":"publisher","DOI":"10.1111\/j.1574-6968.2007.00850.x"},{"key":"e_1_2_7_10_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.molbiopara.2006.09.004"},{"key":"e_1_2_7_11_2","doi-asserted-by":"publisher","DOI":"10.1046\/j.0014-2956.2002.02760.x"},{"key":"e_1_2_7_12_2","doi-asserted-by":"publisher","DOI":"10.1016\/S0021-9258(18)55402-8"},{"key":"e_1_2_7_13_2","doi-asserted-by":"publisher","DOI":"10.1016\/0167-4838(93)90183-R"},{"key":"e_1_2_7_14_2","doi-asserted-by":"publisher","DOI":"10.1021\/bi0011173"},{"key":"e_1_2_7_15_2","doi-asserted-by":"publisher","DOI":"10.1080\/07391102.1999.10508368"},{"key":"e_1_2_7_16_2","doi-asserted-by":"publisher","DOI":"10.1016\/0014-5793(93)80175-T"},{"key":"e_1_2_7_17_2","doi-asserted-by":"publisher","DOI":"10.1002\/bip.20396"},{"key":"e_1_2_7_18_2","doi-asserted-by":"publisher","DOI":"10.4238\/vol7-4gmr507"},{"key":"e_1_2_7_19_2","doi-asserted-by":"publisher","DOI":"10.1007\/978-0-387-73657-0_241"},{"key":"e_1_2_7_20_2","doi-asserted-by":"publisher","DOI":"10.1021\/la100662a"},{"key":"e_1_2_7_21_2","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201000620"},{"key":"e_1_2_7_21_3","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201000620"},{"key":"e_1_2_7_22_2","doi-asserted-by":"publisher","DOI":"10.1126\/science.1125248"},{"key":"e_1_2_7_23_2","doi-asserted-by":"publisher","DOI":"10.1126\/science.7973629"},{"key":"e_1_2_7_24_2","doi-asserted-by":"publisher","DOI":"10.1002\/pro.5560070712"},{"key":"e_1_2_7_25_2","doi-asserted-by":"publisher","DOI":"10.1073\/pnas.96.16.8913"},{"key":"e_1_2_7_26_2","first-page":"353","volume":"278","author":"Guntert P.","year":"2004","journal-title":"Methods Mol. 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