{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,10,15]],"date-time":"2026-10-15T11:50:48Z","timestamp":1792065048774,"version":"4.4.0"},"reference-count":36,"publisher":"Wiley","issue":"11","license":[{"start":{"date-parts":[[2026,10,9]],"date-time":"2026-10-09T00:00:00Z","timestamp":1791504000000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/creativecommons.org\/licenses\/by-nc-nd\/4.0\/"},{"start":{"date-parts":[[2026,10,9]],"date-time":"2026-10-09T00:00:00Z","timestamp":1791504000000},"content-version":"tdm","delay-in-days":0,"URL":"http:\/\/doi.wiley.com\/10.1002\/tdm_license_1.1"}],"funder":[{"DOI":"10.13039\/100000002","name":"National Institutes of Health","doi-asserted-by":"publisher","award":["R35 GM147578"],"award-info":[{"award-number":["R35 GM147578"]}],"id":[{"id":"10.13039\/100000002","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/100007703","name":"North Carolina State University","doi-asserted-by":"publisher","id":[{"id":"10.13039\/100007703","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":["onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Journal of Peptide Science"],"published-print":{"date-parts":[[2026,11]]},"abstract":"<jats:title>ABSTRACT<\/jats:title>\n                  <jats:p>The automation of the azapeptide submonomer synthesis procedure is reported. All steps for on\u2010resin aza\u2010amino acid synthesis, including semicarbazone incorporation, alkylation, deprotection, and semicarbazide acylation were adapted for use on a commercially available peptide synthesizer. Key requirements for success included the use of a stable isocyanate precursor for the semicarbazone installation, the use of stable reagents in DMF, and elimination of cooling steps. The synthesis of &gt;\u200930 azapeptides was accomplished using our optimized automated submonomer azapeptide synthesis procedure.<\/jats:p>","DOI":"10.1002\/psc.70135","type":"journal-article","created":{"date-parts":[[2026,10,10]],"date-time":"2026-10-10T05:23:38Z","timestamp":1791609818000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":0,"title":["Automation of the Azapeptide Submonomer Synthesis Method"],"prefix":"10.1002","volume":"32","author":[{"given":"Tyler G.","family":"Hobart","sequence":"first","affiliation":[{"name":"Department of Chemistry North Carolina State University  Raleigh North Carolina USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-4433-1237","authenticated-orcid":false,"given":"Molly E.","family":"Helton","sequence":"additional","affiliation":[{"name":"Department of Chemistry North Carolina State University  Raleigh North Carolina USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Maxwell O.","family":"Bowles","sequence":"additional","affiliation":[{"name":"Department of Chemistry North Carolina State University  Raleigh North Carolina USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-3851-793X","authenticated-orcid":false,"given":"Caroline","family":"Proulx","sequence":"additional","affiliation":[{"name":"Department of Chemistry North Carolina State University  Raleigh North Carolina USA"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2026,10,9]]},"reference":[{"key":"e_1_2_9_2_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.chemrev.4c00989"},{"key":"e_1_2_9_3_1","doi-asserted-by":"publisher","DOI":"10.1111\/cbdd.12042"},{"key":"e_1_2_9_4_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jmedchem.8b01601"},{"key":"e_1_2_9_5_1","doi-asserted-by":"publisher","DOI":"10.1021\/jm000909s"},{"key":"e_1_2_9_6_1","doi-asserted-by":"publisher","DOI":"10.1074\/jbc.M102772200"},{"key":"e_1_2_9_7_1","doi-asserted-by":"publisher","DOI":"10.1021\/jm701490g"},{"key":"e_1_2_9_8_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja302469a"},{"key":"e_1_2_9_9_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja039643f"},{"key":"e_1_2_9_10_1","doi-asserted-by":"publisher","DOI":"10.1021\/cc050043h"},{"key":"e_1_2_9_11_1","doi-asserted-by":"publisher","DOI":"10.1021\/ol901423c"},{"key":"e_1_2_9_12_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja203007u"},{"key":"e_1_2_9_13_1","doi-asserted-by":"publisher","DOI":"10.1021\/jm300557t"},{"key":"e_1_2_9_14_1","doi-asserted-by":"publisher","DOI":"10.1021\/jo300311q"},{"key":"e_1_2_9_15_1","doi-asserted-by":"publisher","DOI":"10.1002\/psc.2982"},{"key":"e_1_2_9_16_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja9010628"},{"key":"e_1_2_9_17_1","doi-asserted-by":"publisher","DOI":"10.1111\/j.1747\u20100285.2009.00913.x"},{"key":"e_1_2_9_18_1","doi-asserted-by":"publisher","DOI":"10.4155\/fmc.11.74"},{"key":"e_1_2_9_19_1","doi-asserted-by":"publisher","DOI":"10.3390\/biomedicines8080241"},{"key":"e_1_2_9_20_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202410237"},{"key":"e_1_2_9_21_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.5b04590"},{"key":"e_1_2_9_22_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.6b03823"},{"key":"e_1_2_9_23_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.7b03398"},{"key":"e_1_2_9_24_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.orglett.6c00458"},{"key":"e_1_2_9_25_1","doi-asserted-by":"publisher","DOI":"10.1002\/cbic.201700031"},{"key":"e_1_2_9_26_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.tetlet.2018.11.054"},{"key":"e_1_2_9_27_1","doi-asserted-by":"publisher","DOI":"10.1038\/s41467\u2010022\u201034712\u20109"},{"key":"e_1_2_9_28_1","doi-asserted-by":"crossref","unstructured":"M.He K. F.Cheng andY.Al\u2010Abed \u201cA Plug\u2010and\u2010Play Platform for Automated Azapeptide Synthesis: Case Study of Azapeptide\u2010Based GLP\u20101 \u201d bioRxiv: the preprint server for biology (2025): 2025.2003.2003.641232 https:\/\/doi.org\/10.1101\/2025.03.03.641232.","DOI":"10.1101\/2025.03.03.641232"},{"key":"e_1_2_9_29_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.accounts.7b00114"},{"key":"e_1_2_9_30_1","first-page":"169","volume-title":"Methods in Enzymology","author":"Bowles M.","year":"2021"},{"key":"e_1_2_9_31_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.4c14536"},{"key":"e_1_2_9_32_1","doi-asserted-by":"publisher","DOI":"10.1002\/chem.202102301"},{"key":"e_1_2_9_33_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja305491t"},{"key":"e_1_2_9_34_1","doi-asserted-by":"publisher","DOI":"10.1021\/ol4016089"},{"key":"e_1_2_9_35_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.oprd.0c00330"},{"key":"e_1_2_9_36_1","unstructured":"When attempting to do the semicarbazone deprotection on several cartridges in parallel using a sonicator we sometimes observed resin decomposition of certain samples. This seemingly depends on their position in the sonicator bath and\/or sonicator model."},{"key":"e_1_2_9_37_1","doi-asserted-by":"publisher","DOI":"10.1002\/psc.3024"}],"container-title":["Journal of Peptide Science"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/psc.70135","content-type":"application\/pdf","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/full-xml\/10.1002\/psc.70135","content-type":"application\/xml","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/psc.70135","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2026,10,15]],"date-time":"2026-10-15T11:02:27Z","timestamp":1792062147000},"score":1,"resource":{"primary":{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/10.1002\/psc.70135"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2026,10,9]]},"references-count":36,"journal-issue":{"issue":"11","published-print":{"date-parts":[[2026,11]]}},"alternative-id":["10.1002\/psc.70135"],"URL":"https:\/\/doi.org\/10.1002\/psc.70135","archive":["Portico"],"relation":{},"ISSN":["1075-2617","1099-1387"],"issn-type":[{"value":"1075-2617","type":"print"},{"value":"1099-1387","type":"electronic"}],"subject":[],"published":{"date-parts":[[2026,10,9]]},"assertion":[{"value":"2026-08-12","order":0,"name":"received","label":"Received","group":{"name":"publication_history","label":"Publication History"}},{"value":"2026-09-23","order":2,"name":"accepted","label":"Accepted","group":{"name":"publication_history","label":"Publication History"}},{"value":"2026-10-09","order":3,"name":"published","label":"Published","group":{"name":"publication_history","label":"Publication History"}}],"article-number":"e70135"}}