{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,4,16]],"date-time":"2026-04-16T02:20:08Z","timestamp":1776306008489,"version":"3.50.1"},"reference-count":81,"publisher":"Wiley","issue":"11","license":[{"start":{"date-parts":[[2023,1,18]],"date-time":"2023-01-18T00:00:00Z","timestamp":1674000000000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/creativecommons.org\/licenses\/by-nc-nd\/4.0\/"}],"content-domain":{"domain":["chemistry-europe.onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Chemistry A European J"],"published-print":{"date-parts":[[2023,2,21]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>The DNA\u2010encoded library (DEL) technology represents a revolutionary drug\u2010discovery tool with unprecedented screening power originating from the association of combinatorial chemistry and DNA barcoding. The chemical diversity of DELs and its chemical space will be further expanded as new DNA\u2010compatible reactions are introduced. This work introduces the use of DOS in the context of on\u2010DNA peptidomimetics. Wittig olefination of aspartic acid\u2010derived on\u2010DNA Wittig ylide, combined with a broad substrate scope of aldehydes, led to formation of on\u2010DNA <jats:inline-graphic xmlns:xlink=\"http:\/\/www.w3.org\/1999\/xlink\" xlink:href=\"graphic\/chem202203037-math-0001.png\" xlink:title=\"urn:x-wiley:09476539:media:chem202203037:chem202203037-math-0001\"\/>\n,<jats:inline-graphic xmlns:xlink=\"http:\/\/www.w3.org\/1999\/xlink\" xlink:href=\"graphic\/chem202203037-math-0002.png\" xlink:title=\"urn:x-wiley:09476539:media:chem202203037:chem202203037-math-0002\"\/>\n\u2010unsaturated ketones. The synthesis of on\u2010DNA multi\u2010peptidyl\u2010ylides was performed by incorporating sequential amino acids onto a monomeric ylide. Di\u2010, tri\u2010 and tetrameric peptidyl\u2010ylides were validated for Wittig olefination and led to on\u2010DNA <jats:inline-graphic xmlns:xlink=\"http:\/\/www.w3.org\/1999\/xlink\" xlink:href=\"graphic\/chem202203037-math-0003.png\" xlink:title=\"urn:x-wiley:09476539:media:chem202203037:chem202203037-math-0003\"\/>\n,<jats:inline-graphic xmlns:xlink=\"http:\/\/www.w3.org\/1999\/xlink\" xlink:href=\"graphic\/chem202203037-math-0004.png\" xlink:title=\"urn:x-wiley:09476539:media:chem202203037:chem202203037-math-0004\"\/>\n\u2010unsaturated\u2010based peptidomimetics, an important class of intermediates. One on\u2010DNA aryl Wittig ylide was also developed and applied to Wittig olefination for synthesis of on\u2010DNA chalcone\u2010based molecules. Furthermore, DOS was used successfully with electron\u2010deficient peptidomimetics and led to the development of different heterocyclic cores containing on\u2010DNA peptidomimetics.<\/jats:p>","DOI":"10.1002\/chem.202203037","type":"journal-article","created":{"date-parts":[[2023,1,18]],"date-time":"2023-01-18T22:30:47Z","timestamp":1674081047000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":5,"title":["Diversity\u2010Oriented Synthesis (DOS) of On\u2010DNA Peptidomimetics from Acid\u2010Derived Phosphonium Ylides"],"prefix":"10.1002","volume":"29","author":[{"given":"Yashoda","family":"Krishna Sunkari","sequence":"first","affiliation":[{"name":"Laboratory of Molecular and Cellular Neuroscience The Rockefeller University  1230 York Avenue New York NY 10065 USA"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Vijay","family":"Kumar Siripuram","sequence":"additional","affiliation":[{"name":"Laboratory of 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