{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,10,15]],"date-time":"2026-10-15T15:45:13Z","timestamp":1792079113713,"version":"4.4.0"},"reference-count":64,"publisher":"Wiley","issue":"36","license":[{"start":{"date-parts":[[2026,7,13]],"date-time":"2026-07-13T00:00:00Z","timestamp":1783900800000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/creativecommons.org\/licenses\/by-nc-nd\/4.0\/"},{"start":{"date-parts":[[2026,7,13]],"date-time":"2026-07-13T00:00:00Z","timestamp":1783900800000},"content-version":"tdm","delay-in-days":0,"URL":"http:\/\/doi.wiley.com\/10.1002\/tdm_license_1.1"}],"content-domain":{"domain":["onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Angew Chem Int Ed"],"published-print":{"date-parts":[[2026,9,1]]},"abstract":"<jats:title>ABSTRACT<\/jats:title>\n                  <jats:p>A covalent catch\u2010and\u2010release approach is described for the chemoenzymatic synthesis of HS oligosaccharides. It exploits that a glycan modified by a hydrazide tag can under mild acidic conditions efficiently be reacted with an aldehyde\u2010containing resin to give an immobilized hydrazone product. The hydrazone is stable under neutral conditions, allowing stringent washing conditions to remove all other components. The product can be released by transiminolysis using aqueous hydroxylamine, which, after evaporation, yields a compound that can be immediately employed in the next cycle of modification. As many as 11 consecutive transformations could be performed to give a homogenous octasaccharide having a complex pattern of sulfation and epimerization. The methodology provides opportunities to prepare convenient collections of biologically important HS oligosaccharides for structure\u2010function studies.<\/jats:p>","DOI":"10.1002\/anie.2903805","type":"journal-article","created":{"date-parts":[[2026,7,13]],"date-time":"2026-07-13T08:15:28Z","timestamp":1783930528000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":1,"title":["Chemoenzymatic Synthesis of Heparan Sulfate Oligosaccharides by a Covalent Catch\u2010and\u2010Release Approach"],"prefix":"10.1002","volume":"65","author":[{"given":"Francesco","family":"Palmieri","sequence":"first","affiliation":[{"name":"Division of Chemical Biology and Drug Discovery Utrecht Institute for Pharmaceutical Sciences Utrecht University  Utrecht the Netherlands"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Chin","family":"Huang","sequence":"additional","affiliation":[{"name":"Complex Carbohydrate Research Center University of Georgia  Athens Georgia USA"},{"name":"Department of Biochemistry and Molecular Biology University of Georgia  Athens Georgia USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Digantkumar","family":"Chapla","sequence":"additional","affiliation":[{"name":"Complex Carbohydrate Research Center University of Georgia  Athens Georgia USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Kelley W.","family":"Moremen","sequence":"additional","affiliation":[{"name":"Complex Carbohydrate Research Center University of Georgia  Athens Georgia USA"},{"name":"Department of Biochemistry and Molecular Biology University of Georgia  Athens Georgia USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Geert\u2010Jan","family":"Boons","sequence":"additional","affiliation":[{"name":"Division of Chemical Biology and Drug Discovery Utrecht Institute for Pharmaceutical Sciences Utrecht University  Utrecht the Netherlands"},{"name":"Complex Carbohydrate Research Center University of Georgia  Athens Georgia USA"},{"name":"Department of Chemistry University of Georgia  Athens Georgia USA"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2026,7,13]]},"reference":[{"key":"e_1_2_8_2_1","doi-asserted-by":"publisher","DOI":"10.1101\/cshperspect.a004952"},{"key":"e_1_2_8_3_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.addr.2015.11.002"},{"key":"e_1_2_8_4_1","doi-asserted-by":"publisher","DOI":"10.3389\/fonc.2021.778752"},{"key":"e_1_2_8_5_1","doi-asserted-by":"publisher","DOI":"10.3390\/molecules25184215"},{"key":"e_1_2_8_6_1","doi-asserted-by":"publisher","DOI":"10.1073\/pnas.032497699"},{"key":"e_1_2_8_7_1","doi-asserted-by":"publisher","DOI":"10.1098\/rsif.2015.0589"},{"key":"e_1_2_8_8_1","doi-asserted-by":"publisher","DOI":"10.1369\/0022155412464972"},{"key":"e_1_2_8_9_1","doi-asserted-by":"publisher","DOI":"10.1002\/pgr2.70006"},{"key":"e_1_2_8_10_1","doi-asserted-by":"publisher","DOI":"10.1111\/joim.12061"},{"key":"e_1_2_8_11_1","doi-asserted-by":"publisher","DOI":"10.1002\/1873\u20103468.13082"},{"key":"e_1_2_8_12_1","doi-asserted-by":"publisher","DOI":"10.3389\/fnagi.2021.710683"},{"key":"e_1_2_8_13_1","doi-asserted-by":"publisher","DOI":"10.1055\/s\u20100041\u20101725068"},{"key":"e_1_2_8_14_1","doi-asserted-by":"publisher","DOI":"10.1002\/ejoc.200200721"},{"key":"e_1_2_8_15_1","doi-asserted-by":"publisher","DOI":"10.1074\/jbc.M504338200"},{"key":"e_1_2_8_16_1","doi-asserted-by":"publisher","DOI":"10.1002\/chem.200601103"},{"key":"e_1_2_8_17_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja907358k"},{"key":"e_1_2_8_18_1","doi-asserted-by":"publisher","DOI":"10.1038\/nchembio.207"},{"key":"e_1_2_8_19_1","doi-asserted-by":"publisher","DOI":"10.1038\/Nchem.1073"},{"key":"e_1_2_8_20_1","doi-asserted-by":"publisher","DOI":"10.1126\/science.1207478"},{"key":"e_1_2_8_21_1","doi-asserted-by":"publisher","DOI":"10.1016\/B978\u20100\u201012\u2010396527\u20101.00003\u20106"},{"key":"e_1_2_8_22_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201305667"},{"key":"e_1_2_8_23_1","doi-asserted-by":"publisher","DOI":"10.1038\/ncomms3016"},{"key":"e_1_2_8_24_1","doi-asserted-by":"publisher","DOI":"10.1039\/c4np00076e"},{"key":"e_1_2_8_25_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.joc.5b02172"},{"key":"e_1_2_8_26_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.chemrev.6b00010"},{"key":"e_1_2_8_27_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.7b01923"},{"key":"e_1_2_8_28_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.7b01399"},{"key":"e_1_2_8_29_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201800387"},{"key":"e_1_2_8_30_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.9b03266"},{"key":"e_1_2_8_31_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.joc.0c01881"},{"key":"e_1_2_8_32_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.accounts.9b00420"},{"key":"e_1_2_8_33_1","doi-asserted-by":"publisher","DOI":"10.1073\/pnas.2012935118"},{"key":"e_1_2_8_34_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202211112"},{"key":"e_1_2_8_35_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.tet.2006.08.051"},{"key":"e_1_2_8_36_1","doi-asserted-by":"publisher","DOI":"10.1021\/ol303270v"},{"key":"e_1_2_8_37_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.orglett.6b00344"},{"key":"e_1_2_8_38_1","doi-asserted-by":"publisher","DOI":"10.1038\/s41557\u2010023\u201001248\u20104"},{"key":"e_1_2_8_39_1","doi-asserted-by":"publisher","DOI":"10.1074\/jbc.M110.159152"},{"key":"e_1_2_8_40_1","doi-asserted-by":"publisher","DOI":"10.1021\/Ol500738g"},{"key":"e_1_2_8_41_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.chemrev.7b00090"},{"key":"e_1_2_8_42_1","doi-asserted-by":"publisher","DOI":"10.1128\/JB.186.24.8529\u20108532.2004"},{"key":"e_1_2_8_43_1","doi-asserted-by":"publisher","DOI":"10.1021\/acscatal.0c01231"},{"key":"e_1_2_8_44_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.joc.7b00065"},{"key":"e_1_2_8_45_1","doi-asserted-by":"publisher","DOI":"10.1016\/0141\u20100229(88)90018\u2010x"},{"key":"e_1_2_8_46_1","doi-asserted-by":"publisher","DOI":"10.1039\/b211645f"},{"key":"e_1_2_8_47_1","doi-asserted-by":"publisher","DOI":"10.1038\/s41467\u2010024\u201045419\u20104"},{"key":"e_1_2_8_48_1","doi-asserted-by":"publisher","DOI":"10.1016\/s1367\u20105931(00)00145\u20109"},{"key":"e_1_2_8_49_1","doi-asserted-by":"publisher","DOI":"10.1042\/bj1970599"},{"key":"e_1_2_8_50_1","doi-asserted-by":"publisher","DOI":"10.1038\/nchembio.2539"},{"key":"e_1_2_8_51_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.jpba.2016.12.031"},{"key":"e_1_2_8_52_1","doi-asserted-by":"publisher","DOI":"10.1039\/C7SC03541A"},{"key":"e_1_2_8_53_1","doi-asserted-by":"publisher","DOI":"10.1021\/acsomega.2c02070"},{"key":"e_1_2_8_54_1","doi-asserted-by":"publisher","DOI":"10.1002\/1521\u20103773(20011217)40:24<4725::aid\u2010anie4725>3.0.co;2\u20109"},{"key":"e_1_2_8_55_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.200500777"},{"key":"e_1_2_8_56_1","doi-asserted-by":"publisher","DOI":"10.1021\/jo060255g"},{"key":"e_1_2_8_57_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacsau.4c00686"},{"key":"e_1_2_8_58_1","doi-asserted-by":"publisher","DOI":"10.1021\/jo9000993"},{"key":"e_1_2_8_59_1","doi-asserted-by":"publisher","DOI":"10.1039\/C4cc00070f"},{"key":"e_1_2_8_60_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.orglett.5b01013"},{"key":"e_1_2_8_61_1","doi-asserted-by":"publisher","DOI":"10.1038\/s41557\u2010019\u20100219\u20108"},{"key":"e_1_2_8_62_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.2c01819"},{"key":"e_1_2_8_63_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.5c22181"},{"key":"e_1_2_8_64_1","doi-asserted-by":"publisher","DOI":"10.1073\/pnas.0806975105"},{"key":"e_1_2_8_65_1","doi-asserted-by":"publisher","DOI":"10.1039\/d0ob01736a"}],"container-title":["Angewandte Chemie International Edition"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/anie.2903805","content-type":"application\/pdf","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/full-xml\/10.1002\/anie.2903805","content-type":"application\/xml","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/anie.2903805","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2026,10,15]],"date-time":"2026-10-15T14:54:18Z","timestamp":1792076058000},"score":1,"resource":{"primary":{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/10.1002\/anie.2903805"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2026,7,13]]},"references-count":64,"journal-issue":{"issue":"36","published-print":{"date-parts":[[2026,9,1]]}},"alternative-id":["10.1002\/anie.2903805"],"URL":"https:\/\/doi.org\/10.1002\/anie.2903805","archive":["Portico"],"relation":{},"ISSN":["1433-7851","1521-3773"],"issn-type":[{"value":"1433-7851","type":"print"},{"value":"1521-3773","type":"electronic"}],"subject":[],"published":{"date-parts":[[2026,7,13]]},"assertion":[{"value":"2026-02-11","order":0,"name":"received","label":"Received","group":{"name":"publication_history","label":"Publication History"}},{"value":"2026-06-23","order":2,"name":"accepted","label":"Accepted","group":{"name":"publication_history","label":"Publication History"}},{"value":"2026-07-13","order":3,"name":"published","label":"Published","group":{"name":"publication_history","label":"Publication History"}}],"article-number":"e2903805"}}