{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,10,15]],"date-time":"2026-10-15T19:40:31Z","timestamp":1792093231231,"version":"4.4.0"},"reference-count":50,"publisher":"Wiley","issue":"26","license":[{"start":{"date-parts":[[2025,4,17]],"date-time":"2025-04-17T00:00:00Z","timestamp":1744848000000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/creativecommons.org\/licenses\/by-nc-nd\/4.0\/"}],"funder":[{"DOI":"10.13039\/100004412","name":"Human Frontier Science Program","doi-asserted-by":"publisher","award":["RGY0062\/2022: https:\/\/doi.org\/10.52044\/HFSP.RGY00622022.pc.gr.153594"],"award-info":[{"award-number":["RGY0062\/2022: https:\/\/doi.org\/10.52044\/HFSP.RGY00622022.pc.gr.153594"]}],"id":[{"id":"10.13039\/100004412","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100000038","name":"Natural Sciences and Engineering Research Council of Canada","doi-asserted-by":"publisher","award":["RGPIN2020\u201005043"],"award-info":[{"award-number":["RGPIN2020\u201005043"]}],"id":[{"id":"10.13039\/501100000038","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100000038","name":"Natural Sciences and Engineering Research Council of Canada","doi-asserted-by":"publisher","award":["ALLRP57555822"],"award-info":[{"award-number":["ALLRP57555822"]}],"id":[{"id":"10.13039\/501100000038","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":["chemistry-europe.onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Chemistry A European J"],"published-print":{"date-parts":[[2025,5,8]]},"abstract":"<jats:title>Abstract<\/jats:title>\n                  <jats:p>\n                    Amino\u2010modifiers are pivotal chemical modifications in nucleic acid scaffolds, serving applications ranging from (bio)conjugation to probing the origins of life. We report a simple, efficient, and cost\u2010effective methodology for the introduction of amino\u2010modifiers into DNA and RNA. This approach leverages a commercially available sulfonyl\u2010containing solid support, which is first converted into a mixed\n                    <jats:italic>N<\/jats:italic>\n                    \u2010hydroxysuccinimide carbonate, enabling robust conjugation with primary and secondary amines whether nucleosidic or non\u2010nucleosidic. Oligonucleotides are synthesized via solid\u2010phase synthesis and purified using standard methods, with little to no modification. Building on this framework, we introduce a novel amino\u2010containing tandem oligonucleotide synthesis (aTOS) methodology, which facilitates the introduction of multiple terminal amino (or monophosphate) groups across two oligonucleotide strands. This innovative method broadens the toolkit for the introduction of amino modifications in nucleic acids, for applications in nucleic acid (bio)chemistry and biotechnology.\n                  <\/jats:p>","DOI":"10.1002\/chem.202500448","type":"journal-article","created":{"date-parts":[[2025,3,24]],"date-time":"2025-03-24T18:53:52Z","timestamp":1742842432000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":11,"title":["A Robust Strategy for Introducing Amino\u2010Modifiers in Nucleic Acids: Enabling Novel Amino Tandem Oligonucleotide Synthesis in DNA and RNA"],"prefix":"10.1002","volume":"31","author":[{"ORCID":"https:\/\/orcid.org\/0009-0008-0245-1899","authenticated-orcid":false,"given":"Jagandeep S.","family":"Saraya","sequence":"first","affiliation":[{"name":"Department of Chemistry University of Guelph  50 Stone Rd E Guelph Ontario Canada"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0009-0006-6924-9551","authenticated-orcid":false,"given":"Nicholas G.","family":"Horton","sequence":"additional","affiliation":[{"name":"Department of Chemistry University of Guelph  50 Stone Rd E Guelph Ontario Canada"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0009-0000-1593-6133","authenticated-orcid":false,"given":"Scott R.","family":"Sammons","sequence":"additional","affiliation":[{"name":"Department of Chemistry University of Guelph  50 Stone Rd E Guelph Ontario Canada"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-3693-6380","authenticated-orcid":false,"given":"Derek K.","family":"O\u2032Flaherty","sequence":"additional","affiliation":[{"name":"Department of Chemistry University of Guelph  50 Stone Rd E Guelph Ontario Canada"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2025,4,17]]},"reference":[{"key":"e_1_2_7_1_1","doi-asserted-by":"publisher","DOI":"10.3390\/molecules26175420"},{"key":"e_1_2_7_2_1","doi-asserted-by":"publisher","DOI":"10.1021\/bc800406a"},{"key":"e_1_2_7_3_1","doi-asserted-by":"publisher","DOI":"10.1002\/cbic.202400643"},{"key":"e_1_2_7_4_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.bioconjchem.8b00580"},{"key":"e_1_2_7_5_1","first-page":"7719","volume":"9","author":"Willems S.","year":"2024","journal-title":"ACS Omega"},{"key":"e_1_2_7_6_1","doi-asserted-by":"publisher","DOI":"10.1021\/acscombsci.5b00072"},{"key":"e_1_2_7_7_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.bioconjchem.8b00676"},{"key":"e_1_2_7_8_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.bioconjchem.0c00508"},{"key":"e_1_2_7_9_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.bioconjchem.1c00363"},{"key":"e_1_2_7_10_1","doi-asserted-by":"publisher","DOI":"10.1021\/bc960023w"},{"key":"e_1_2_7_11_1","doi-asserted-by":"publisher","DOI":"10.1093\/nar\/gkz707"},{"key":"e_1_2_7_12_1","doi-asserted-by":"publisher","DOI":"10.1016\/0968-0896(96)00156-3"},{"key":"e_1_2_7_13_1","doi-asserted-by":"publisher","DOI":"10.1016\/S0040-4039(00)94339-9"},{"key":"e_1_2_7_14_1","doi-asserted-by":"publisher","DOI":"10.1016\/S0040-4020(96)00053-1"},{"key":"e_1_2_7_15_1","doi-asserted-by":"publisher","DOI":"10.1021\/jo8018889"},{"key":"e_1_2_7_16_1","doi-asserted-by":"publisher","DOI":"10.1093\/nar\/22.15.2998"},{"key":"e_1_2_7_17_1","doi-asserted-by":"publisher","DOI":"10.1002\/cbic.202300870"},{"key":"e_1_2_7_18_1","doi-asserted-by":"publisher","DOI":"10.1055\/a-1538-9883"},{"key":"e_1_2_7_19_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.joc.2c02195"},{"key":"e_1_2_7_20_1","doi-asserted-by":"publisher","DOI":"10.1093\/nar\/gki333"},{"key":"e_1_2_7_21_1","doi-asserted-by":"publisher","DOI":"10.1021\/jo0160773"},{"key":"e_1_2_7_22_1","doi-asserted-by":"publisher","DOI":"10.1081\/NCN-100002474"},{"key":"e_1_2_7_23_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.joc.3c00376"},{"key":"e_1_2_7_24_1","doi-asserted-by":"publisher","DOI":"10.1021\/jo051172n"},{"key":"e_1_2_7_25_1","doi-asserted-by":"publisher","DOI":"10.1002\/ejoc.201900302"},{"key":"e_1_2_7_26_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.bmcl.2007.03.086"},{"key":"e_1_2_7_27_1","doi-asserted-by":"publisher","DOI":"10.1002\/0471142700.nc0301s53"},{"key":"e_1_2_7_28_1","doi-asserted-by":"publisher","DOI":"10.1093\/nar\/14.14.5591"},{"key":"e_1_2_7_29_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja00073a016"},{"key":"e_1_2_7_30_1","doi-asserted-by":"publisher","DOI":"10.1021\/bc00001a009"},{"key":"e_1_2_7_31_1","first-page":"1021","volume":"3","author":"Li Y.\u2010F.","year":"2016","journal-title":"J. Drug Discovery Dev. Delivery"},{"key":"e_1_2_7_32_1","doi-asserted-by":"publisher","DOI":"10.1093\/nar\/gkaa126"},{"key":"e_1_2_7_33_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.9b06453"},{"key":"e_1_2_7_34_1","first-page":"323","volume":"12","author":"Raynerb J. P. L. B.","year":"1988","journal-title":"Gene"},{"key":"e_1_2_7_35_1","doi-asserted-by":"publisher","DOI":"10.1093\/nar\/gkab867"},{"key":"e_1_2_7_36_1","doi-asserted-by":"publisher","DOI":"10.1021\/jo201364x"},{"key":"e_1_2_7_37_1","doi-asserted-by":"publisher","DOI":"10.1016\/S0040-4039(00)61903-2"},{"key":"e_1_2_7_38_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja003340t"},{"key":"e_1_2_7_39_1","doi-asserted-by":"publisher","DOI":"10.1093\/nar\/9.22.6139"},{"key":"e_1_2_7_40_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.chemrev.0c00928"},{"key":"e_1_2_7_41_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202000209"},{"key":"e_1_2_7_42_1","doi-asserted-by":"publisher","DOI":"10.1039\/c39910001161"},{"key":"e_1_2_7_43_1","doi-asserted-by":"publisher","DOI":"10.1093\/nar\/23.17.3547"},{"key":"e_1_2_7_44_1","doi-asserted-by":"publisher","DOI":"10.1093\/nar\/gkad067"},{"key":"e_1_2_7_45_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja311164j"},{"key":"e_1_2_7_46_1","doi-asserted-by":"publisher","DOI":"10.1073\/pnas.1312329110"},{"key":"e_1_2_7_47_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202004934"},{"key":"e_1_2_7_48_1","doi-asserted-by":"publisher","DOI":"10.7554\/eLife.51888"},{"key":"e_1_2_7_49_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.0c06722"},{"key":"e_1_2_7_50_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.9b04858"}],"container-title":["Chemistry \u2013 A European Journal"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/chemistry-europe.onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/chem.202500448","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,12,3]],"date-time":"2025-12-03T12:47:35Z","timestamp":1764766055000},"score":1,"resource":{"primary":{"URL":"https:\/\/chemistry-europe.onlinelibrary.wiley.com\/doi\/10.1002\/chem.202500448"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2025,4,17]]},"references-count":50,"journal-issue":{"issue":"26","published-print":{"date-parts":[[2025,5,8]]}},"alternative-id":["10.1002\/chem.202500448"],"URL":"https:\/\/doi.org\/10.1002\/chem.202500448","archive":["Portico"],"relation":{},"ISSN":["0947-6539","1521-3765"],"issn-type":[{"value":"0947-6539","type":"print"},{"value":"1521-3765","type":"electronic"}],"subject":[],"published":{"date-parts":[[2025,4,17]]},"assertion":[{"value":"2025-02-04","order":0,"name":"received","label":"Received","group":{"name":"publication_history","label":"Publication History"}},{"value":"2025-03-17","order":2,"name":"accepted","label":"Accepted","group":{"name":"publication_history","label":"Publication History"}},{"value":"2025-04-17","order":3,"name":"published","label":"Published","group":{"name":"publication_history","label":"Publication History"}}],"article-number":"e202500448"}}