{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,10,5]],"date-time":"2026-10-05T10:52:05Z","timestamp":1791197525109,"version":"4.1.0"},"reference-count":23,"publisher":"Wiley","issue":"8","license":[{"start":{"date-parts":[[2015,4,27]],"date-time":"2015-04-27T00:00:00Z","timestamp":1430092800000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"funder":[{"name":"MEXT KAKENHI","award":["25513001"],"award-info":[{"award-number":["25513001"]}]}],"content-domain":{"domain":["onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Journal of Peptide Science"],"published-print":{"date-parts":[[2015,8]]},"abstract":"<jats:p>La1 is a 73\u2010residue cysteine\u2010rich peptide isolated from the scorpion <jats:italic>Liocheles australasiae<\/jats:italic> venom. Although La1 is the most abundant peptide in the venom, its biological function remains unknown. Here, we describe a method for efficient chemical synthesis of La1 using the native chemical ligation (NCL) strategy, in which three peptide components of less than 40 residues were sequentially ligated. The peptide thioester necessary for NCL was synthesized using an aromatic N\u2010acylurea approach with Fmoc\u2010SPPS. After completion of sequential NCL, disulfide bond formation was carried out using a dialysis method, in which the linear peptide dissolved in an acidic solution was dialyzed against a slightly alkaline buffer to obtain correctly folded La1. Next, we determined the disulfide bonding pattern of La1. Enzymatic and chemical digests of La1 without reduction of disulfide bonds were analyzed by liquid chromatography\/mass spectrometry (LC\/MS), which revealed two of four disulfide bond linkages. The remaining two linkages were assigned based on MS\/MS analysis of a peptide fragment containing two disulfide bonds. Consequently, the disulfide bonding pattern of La1 was found to be similar to that of a von Willebrand factor type C (VWC) domain. To our knowledge, this is the first report of the experimental determination of the disulfide bonding pattern of peptides having a single VWC domain as well as their chemical synthesis. La1 synthesized in this study will be useful for investigation of its biological role in the venom. Copyright \u00a9 2015 European Peptide Society and John Wiley &amp; Sons, Ltd.<\/jats:p>","DOI":"10.1002\/psc.2778","type":"journal-article","created":{"date-parts":[[2015,4,27]],"date-time":"2015-04-27T12:29:10Z","timestamp":1430137750000},"page":"636-643","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":6,"title":["Chemical synthesis of La1 isolated from the venom of the scorpion <scp><i>Liocheles australasiae<\/i><\/scp> and determination of its disulfide bonding pattern"],"prefix":"10.1002","volume":"21","author":[{"given":"Junya","family":"Nagao","sequence":"first","affiliation":[{"name":"Division of Applied Life Sciences, Graduate School of Agriculture Kyoto University  Kyoto 606\u20108502 Japan"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Masahiro","family":"Miyashita","sequence":"additional","affiliation":[{"name":"Division of Applied Life Sciences, Graduate School of Agriculture Kyoto University  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