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There is data to support that domain organization of HS can regulate binding of proteins, however, such model has been difficult to probe. Here, we report a chemoenzymatic methodology that can provide HS oligosaccharides composed of two or more NS domains separated by NA domains of different length. It is based on the chemical synthesis of a HS oligosaccharide that enzymatically was extended by various GlcA\u2010GlcNAc units and terminated in GlcNAc having an azido moiety at C\u20106 position. HS oligosaccharides having an azide and alkyne moiety could be assembled by copper catalyzed alkyne\u2010azide cycloaddition to give compounds having various NS domains separated by unsulfonated regions. Competition binding studies showed that the length of an NA domain modulates the binding of the chemokines CCL5 and CXCL8.<\/jats:p>","DOI":"10.1002\/anie.202211112","type":"journal-article","created":{"date-parts":[[2022,9,23]],"date-time":"2022-09-23T06:39:57Z","timestamp":1663915197000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":21,"title":["Chemoenzymatic Synthesis of Heparan Sulfate Oligosaccharides having a Domain Structure**"],"prefix":"10.1002","volume":"61","author":[{"given":"Lifeng","family":"Sun","sequence":"first","affiliation":[{"name":"Department of Chemical Biology and Drug Discovery Utrecht Institute for Pharmaceutical Sciences Utrecht University  3584 CG Utrecht (The Netherlands"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Pradeep","family":"Chopra","sequence":"additional","affiliation":[{"name":"Complex Carbohydrate Research Center University of Georgia  Athens GA-30602 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