{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,1,18]],"date-time":"2026-01-18T11:19:18Z","timestamp":1768735158474,"version":"3.49.0"},"reference-count":24,"publisher":"Wiley","issue":"2","license":[{"start":{"date-parts":[[2019,11,19]],"date-time":"2019-11-19T00:00:00Z","timestamp":1574121600000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"content-domain":{"domain":["chemistry-europe.onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Chemistry A European J"],"published-print":{"date-parts":[[2020,1,7]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>Peptide alcohols are clinically important compounds that are underexplored in structure\u2013activity relationship (SAR) studies in drug discovery. One reason for this underutilization is that current syntheses are laborious and time consuming. Herein, we describe the preparation and utility of Rink, Ramage, and Sieber\u2010chloride resins, which enables the use of a general, easy and practical method for the attachment of fluorenylmethoxycarbonyl (Fmoc)\u2010amino alcohols to a solid support, in the synthesis of peptide alcohols. This method is the first straightforward Fmoc\/<jats:italic>t<\/jats:italic>Bu synthesis of peptide alcohols starting from a pre\u2010loaded resin. The synthesized peptide alcohols can be detached from the linkers through conventional methods. Treatment with trifluoroacetic acid (TFA) (95\u2009%) and scavengers such as triisopropylsilane and water for 2\u2005h is sufficient to obtain a fully deprotected peptide alcohol, while treatment with 20\u2009% hexafluoroisopropanol in dichloromethane renders a fully protected peptide alcohol that can be further modified at the C\u2010terminus. As examples, the new resins were used in straightforward, relatively rapid syntheses of the peptide alcohols octreotide, alamethicin, and a segment of trichogin GA IV, as well as the first synthesis of stapled peptide alcohols.<\/jats:p>","DOI":"10.1002\/chem.201903965","type":"journal-article","created":{"date-parts":[[2019,10,14]],"date-time":"2019-10-14T05:24:48Z","timestamp":1571030688000},"page":"379-383","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":14,"title":["Functionalized Resins for the Synthesis of Peptide Alcohols"],"prefix":"10.1002","volume":"26","author":[{"ORCID":"https:\/\/orcid.org\/0000-0001-8966-3350","authenticated-orcid":false,"given":"Fernando J.","family":"Ferrer\u2010Gago","sequence":"first","affiliation":[{"name":"p53 Laboratory Agency for Science Technology and Research (A*STAR), 8A Biomedical Grove  #06-04\/05 Neuros\/Immunos Singapore 138648 Singapore"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Li Quan","family":"Koh","sequence":"additional","affiliation":[{"name":"p53 Laboratory Agency for Science Technology and Research (A*STAR), 8A Biomedical Grove  #06-04\/05 Neuros\/Immunos Singapore 138648 Singapore"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"David P.","family":"Lane","sequence":"additional","affiliation":[{"name":"p53 Laboratory Agency for Science Technology and Research (A*STAR), 8A Biomedical Grove  #06-04\/05 Neuros\/Immunos Singapore 138648 Singapore"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"311","published-online":{"date-parts":[[2019,11,19]]},"reference":[{"key":"e_1_2_2_1_1","doi-asserted-by":"publisher","DOI":"10.1073\/pnas.79.24.7951"},{"key":"e_1_2_2_2_1","doi-asserted-by":"publisher","DOI":"10.1126\/science.2479100"},{"key":"e_1_2_2_3_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja00032a035"},{"key":"e_1_2_2_4_1","doi-asserted-by":"publisher","DOI":"10.1016\/S0968-0896(99)00125-X"},{"key":"e_1_2_2_5_1","unstructured":"Octreotide Market Analysis. 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