{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,6,20]],"date-time":"2026-06-20T15:23:43Z","timestamp":1781969023080,"version":"3.54.5"},"reference-count":20,"publisher":"Wiley","issue":"2","license":[{"start":{"date-parts":[[2021,12,22]],"date-time":"2021-12-22T00:00:00Z","timestamp":1640131200000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"content-domain":{"domain":["onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Chemistry &amp; Biodiversity"],"published-print":{"date-parts":[[2022,2]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>MAP(Aib)\u2010cRGD, which is a conjugate of an \u03b1\u2010aminoisobutyric acid (Aib)\u2010containing amphipathic helical peptide [MAP(Aib)] with a \u03b1<jats:sub>v<\/jats:sub>\u03b2<jats:sub>3<\/jats:sub> integrin binding ligand, cRGD, at the C\u2010terminus of the helical peptide, has been developed for siRNA delivery into cells. In this work, we synthesized three peptides containing 19 (<jats:bold>PI<\/jats:bold>), 18 (<jats:bold>PII<\/jats:bold>), and 17 (<jats:bold>PIII<\/jats:bold>) amino acid residues in the helical peptide, which lack Aib, Leu\u2010Aib, and Lys\u2010Leu\u2010Aib residues present in the C\u2010terminus of the helical peptide of the parent MAP(Aib)\u2010cRGD, respectively. MAP(Aib)\u2010cRGD showed the siRNA delivery into cells and the RNAi effect both in the presence and in the absence of serum in reaction media. In contrast, <jats:bold>PI<\/jats:bold> delivered siRNA into cells, and this was followed by the RNAi effect in only serum\u2010free reaction media. On the other hand, siRNA delivery was abolished by the further reduction of the number of residues (<jats:bold>PII<\/jats:bold> and <jats:bold>PIII<\/jats:bold>) in the C\u2010terminus. Our data indicate that the Aib\u2010containing helical part requires 20 residues in the conjugation of the helical peptide with cRGD for the construction of carrier for siRNA delivery into cells.<\/jats:p>","DOI":"10.1002\/cbdv.202100728","type":"journal-article","created":{"date-parts":[[2021,11,29]],"date-time":"2021-11-29T10:06:02Z","timestamp":1638180362000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":2,"title":["Influence of Aib\u2010Containing Amphipathic Helical Chain Length in MAP(Aib)\u2010cRGD as Carrier for siRNA Delivery"],"prefix":"10.1002","volume":"19","author":[{"ORCID":"https:\/\/orcid.org\/0000-0001-5210-0829","authenticated-orcid":false,"given":"Shun\u2010ichi","family":"Wada","sequence":"first","affiliation":[{"name":"Department of Bioorganic Chemistry, Faculty of Pharmacy Osaka Medical and Pharmaceutical University  4-20-1 Nasahara Takatsuki Osaka 569-1094 Japan"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Akira","family":"Shibaike","sequence":"additional","affiliation":[{"name":"Department of Bioorganic Chemistry, Faculty of Pharmacy Osaka Medical and Pharmaceutical University  4-20-1 Nasahara Takatsuki Osaka 569-1094 Japan"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Junsuke","family":"Hayashi","sequence":"additional","affiliation":[{"name":"Department of Bioorganic Chemistry, Faculty of Pharmacy Osaka Medical and Pharmaceutical University  4-20-1 Nasahara Takatsuki Osaka 569-1094 Japan"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Hidehito","family":"Urata","sequence":"additional","affiliation":[{"name":"Department of Bioorganic Chemistry, Faculty of Pharmacy Osaka Medical and Pharmaceutical University  4-20-1 Nasahara Takatsuki Osaka 569-1094 Japan"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2021,12,22]]},"reference":[{"key":"e_1_2_7_1_1","doi-asserted-by":"publisher","DOI":"10.1021\/bi00481a001"},{"key":"e_1_2_7_2_1","doi-asserted-by":"publisher","DOI":"10.1021\/ma00014a006"},{"key":"e_1_2_7_3_1","doi-asserted-by":"publisher","DOI":"10.1271\/bbb.67.2269"},{"key":"e_1_2_7_4_1","doi-asserted-by":"publisher","DOI":"10.1002\/psc.876"},{"key":"e_1_2_7_5_1","doi-asserted-by":"publisher","DOI":"10.1039\/C5CC01421B"},{"key":"e_1_2_7_6_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.bmc.2016.07.040"},{"key":"e_1_2_7_7_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.bmc.2013.10.029"},{"key":"e_1_2_7_8_1","doi-asserted-by":"publisher","DOI":"10.1021\/mp3002733"},{"key":"e_1_2_7_9_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.bmcl.2019.05.044"},{"key":"e_1_2_7_10_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.molpharmaceut.9b00680"},{"key":"e_1_2_7_11_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.bmcl.2017.11.018"},{"key":"e_1_2_7_12_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.bmcl.2011.08.030"},{"key":"e_1_2_7_13_1","doi-asserted-by":"crossref","unstructured":"H. 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