{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,11,13]],"date-time":"2026-11-13T17:03:42Z","timestamp":1794589422307,"version":"4.9.1"},"reference-count":85,"publisher":"American Chemical Society (ACS)","issue":"1","license":[{"start":{"date-parts":[[2018,12,10]],"date-time":"2018-12-10T00:00:00Z","timestamp":1544400000000},"content-version":"vor","delay-in-days":20,"URL":"https:\/\/pubs.acs.org\/page\/policy\/authorchoice_termsofuse.html"}],"funder":[{"DOI":"10.13039\/501100001659","name":"Deutsche Forschungsgemeinschaft","doi-asserted-by":"publisher","award":["SFB TRR 225"],"award-info":[{"award-number":["SFB TRR 225"]}],"id":[{"id":"10.13039\/501100001659","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":[],"published-print":{"date-parts":[[2019,1,14]]},"abstract":"<jats:title>Abstract<\/jats:title>\n                  <jats:p>Metabolic glycoengineering allows insertion of non-natural monosaccharides into glycan structures during biosynthesis thereby enabling extracellular matrices (ECMs), cell surfaces, or tissues for decoration with functional cues with ultimate spatial control while deploying aqueous and toxicologically benign coupling chemistries. In this work, we discuss relevant methods in the design of metabolic glycoengineered systems, ranging from synthetic procedures to decoration of cell surfaces and ECM components by bioorthogonal chemistries for widespread biomedical applications. As representative example, we chose a tetra-acetylated azide-bearing monosaccharide as model compound to be metabolically incorporated into glycans of the glycocalyx and ECM components generated by NIH 3T3 cells. Detailed guidance in fabrication and functionalization of azide-bearing glycan structures via bioorthogonal click chemistries in glycoengineered extracellular matrices is provided. In addition, a biocompatible design space of the copper(I)-catalyzed azide\u2013alkyne cycloaddition due to the toxicity of the copper catalyst is detailed enabling effective and safe modification of living cell systems. Thereby, this set of methods provides the blueprint enabling the design and characterization of metabolically glycoengineered systems for novel applications in drug delivery and tissue engineering.<\/jats:p>","DOI":"10.1021\/acsbiomaterials.8b00865","type":"journal-article","created":{"date-parts":[[2018,11,20]],"date-time":"2018-11-20T14:58:29Z","timestamp":1542725909000},"page":"215-233","source":"Crossref","is-referenced-by-count":26,"title":["Metabolic Glycoengineering of Cell-Derived Matrices\nand Cell Surfaces: A Combination of Key Principles and Step-by-Step\nProcedures"],"prefix":"10.1021","volume":"5","author":[{"given":"Marcus","family":"Gutmann","sequence":"first","affiliation":[{"name":"University of Wuerzburg , , Am Hubland , ,","place":["Wuerzburg, Germany, 97074"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Julian","family":"Bechold","sequence":"additional","affiliation":[{"name":"University of Wu\u0308rzburg , , Am Hubland , ,","place":["Wuerzburg, Germany, 97074"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Ju\u0308rgen","family":"Seibel","sequence":"additional","affiliation":[{"name":"University of Wu\u0308rzburg , , Am Hubland , ,","place":["Wuerzburg, Germany, 97074"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-7549-7627","authenticated-orcid":true,"given":"Lorenz","family":"Meinel","sequence":"additional","affiliation":[{"name":"University of Wuerzburg , , Am Hubland , ,","place":["Wuerzburg, Germany, 97074"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-7552-6435","authenticated-orcid":true,"given":"Tessa","family":"Lu\u0308hmann","sequence":"additional","affiliation":[{"name":"University of Wuerzburg , , Am Hubland , ,","place":["Wuerzburg, Germany, 97074"]}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"316","published-online":{"date-parts":[[2018,11,20]]},"reference":[{"issue":"7","key":"2026090211074375400_cit1","doi-asserted-by":"publisher","first-page":"448","DOI":"10.1038\/nrm3383","article-title":"Vertebrate\nprotein glycosylation:\ndiversity, synthesis and function","volume":"13","author":"Moremen","year":"2012","journal-title":"Nat. Rev.\nMol. Cell Biol."},{"issue":"33","key":"2026090211074375400_cit2","doi-asserted-by":"publisher","first-page":"9482","DOI":"10.1002\/anie.201601123","article-title":"Metabolic Glycoengineering with N-Acyl\nSide Chain Modified Mannosamines","volume":"55","author":"Wratil","year":"2016","journal-title":"Angew. Chem.,\nInt. Ed."},{"key":"2026090211074375400_cit3","doi-asserted-by":"publisher","first-page":"230","DOI":"10.1016\/S0076-6879(06)15015-6","article-title":"Metabolic labeling of glycans with azido sugars for\nvisualization and glycoproteomics","volume":"415","author":"Laughlin","year":"2006","journal-title":"Methods Enzymol."},{"key":"2026090211074375400_cit4","doi-asserted-by":"publisher","first-page":"35","DOI":"10.1186\/1472-6807-8-35","article-title":"Statistical\nanalysis of the Bacterial Carbohydrate\nStructure Data Base (BCSDB): characteristics and diversity of bacterial\ncarbohydrates in comparison with mammalian glycans","volume":"8","author":"Herget","year":"2008","journal-title":"BMC Struct. Biol."},{"issue":"10","key":"2026090211074375400_cit5","doi-asserted-by":"publisher","first-page":"713","DOI":"10.1038\/nchembio.437","article-title":"A systematic approach\nto protein glycosylation analysis: a path through the maze","volume":"6","author":"Marino","year":"2010","journal-title":"Nat. Chem. Biol."},{"issue":"5512","key":"2026090211074375400_cit6","doi-asserted-by":"publisher","first-page":"2357","DOI":"10.1126\/science.1059820","article-title":"Chemical\nglycobiology","volume":"291","author":"Bertozzi","year":"2001","journal-title":"Science"},{"key":"2026090211074375400_cit7","doi-asserted-by":"publisher","first-page":"77","DOI":"10.1101\/glycobiology.3e.007","article-title":"Biological\nFunctions\nof Glycans","volume-title":"Essentials of Glycobiology","author":"Varki","year":"2015","edition":"3"},{"issue":"1","key":"2026090211074375400_cit8","doi-asserted-by":"publisher","first-page":"25","DOI":"10.1586\/epr.12.72","article-title":"Investigating\ninfection processes\nwith a workflow from organic chemistry to biophysics: the combination\nof metabolic glycoengineering, super-resolution fluorescence imaging\nand proteomics","volume":"10","author":"Seibel","year":"2013","journal-title":"Expert Rev. Proteomics"},{"issue":"12","key":"2026090211074375400_cit9","doi-asserted-by":"publisher","first-page":"1382","DOI":"10.1093\/glycob\/cwp115","article-title":"Metabolic glycoengineering:\nsialic acid and beyond","volume":"19","author":"Du","year":"2009","journal-title":"Glycobiology"},{"key":"2026090211074375400_cit10","doi-asserted-by":"publisher","first-page":"28","DOI":"10.1016\/j.biomaterials.2017.04.003","article-title":"Molecular imaging based on metabolic\nglycoengineering and bioorthogonal click chemistry","volume":"132","author":"Yoon","year":"2017","journal-title":"Biomaterials"},{"issue":"6","key":"2026090211074375400_cit11","doi-asserted-by":"publisher","first-page":"788","DOI":"10.1021\/ar800267j","article-title":"Chemical approaches\nto perturb, profile, and perceive\nglycans","volume":"42","author":"Agard","year":"2009","journal-title":"Acc. Chem. Res."},{"issue":"24","key":"2026090211074375400_cit12","doi-asserted-by":"crossref","first-page":"16934","DOI":"10.1016\/S0021-9258(18)41874-1","article-title":"Biosynthesis of a nonphysiological\nsialic acid in different\nrat organs, using N-propanoyl-D-hexosamines as precursors","volume":"267","author":"Kayser","year":"1992","journal-title":"J. Biol. Chem."},{"issue":"1","key":"2026090211074375400_cit13","doi-asserted-by":"publisher","first-page":"11","DOI":"10.1093\/glycob\/10.1.11","article-title":"Conversion\nof cellular sialic acid expression from N-acetyl- to N-glycolylneuraminic\nacid using a synthetic precursor, N-glycolylmannosamine pentaacetate:\ninhibition of myelin-associated glycoprotein binding to neural cells","volume":"10","author":"Collins","year":"2000","journal-title":"Glycobiology"},{"issue":"5315","key":"2026090211074375400_cit14","doi-asserted-by":"publisher","first-page":"1125","DOI":"10.1126\/science.276.5315.1125","article-title":"Engineering Chemical Reactivity on\nCell Surfaces Through Oligosaccharide Biosynthesis","volume":"276","author":"Mahal","year":"1997","journal-title":"Science"},{"issue":"3","key":"2026090211074375400_cit15","doi-asserted-by":"publisher","first-page":"149","DOI":"10.1038\/nchembio770","article-title":"Metabolic\ninstallation of thiols into sialic acid modulates adhesion and stem\ncell biology","volume":"2","author":"Sampathkumar","year":"2006","journal-title":"Nat. Chem. Biol."},{"issue":"5460","key":"2026090211074375400_cit16","doi-asserted-by":"publisher","first-page":"2007","DOI":"10.1126\/science.287.5460.2007","article-title":"Cell surface engineering\nby a modified Staudinger reaction","volume":"287","author":"Saxon","year":"2000","journal-title":"Science"},{"issue":"15","key":"2026090211074375400_cit17","doi-asserted-by":"publisher","first-page":"4265","DOI":"10.1002\/anie.201208991","article-title":"Two-color glycan labeling of live cells by a combination\nof Diels-Alder and click chemistry","volume":"52","author":"Niederwieser","year":"2013","journal-title":"Angew. Chem.,\nInt. Ed."},{"issue":"45","key":"2026090211074375400_cit18","doi-asserted-by":"publisher","first-page":"18638","DOI":"10.1021\/ja3060436","article-title":"Functionalized\ncyclopropenes as bioorthogonal chemical reporters","volume":"134","author":"Patterson","year":"2012","journal-title":"J. Am. Chem. Soc."},{"issue":"39","key":"2026090211074375400_cit19","doi-asserted-by":"publisher","first-page":"11504","DOI":"10.1002\/anie.201504249","article-title":"Systemic Fluorescence\nImaging of Zebrafish Glycans with Bioorthogonal Chemistry","volume":"54","author":"Agarwal","year":"2015","journal-title":"Angew. Chem., Int. Ed."},{"issue":"8","key":"2026090211074375400_cit20","doi-asserted-by":"publisher","first-page":"789","DOI":"10.1093\/glycob\/cww045","article-title":"Advances in cell\nsurface glycoengineering reveal biological\nfunction","volume":"26","author":"Nischan","year":"2016","journal-title":"Glycobiology"},{"issue":"6","key":"2026090211074375400_cit21","doi-asserted-by":"publisher","first-page":"7145","DOI":"10.3390\/molecules18067145","article-title":"Applications of azide-based\nbioorthogonal click chemistry in glycobiology","volume":"18","author":"Zhang","year":"2013","journal-title":"Molecules"},{"key":"2026090211074375400_cit22","doi-asserted-by":"publisher","first-page":"24","DOI":"10.3762\/bjoc.6.24","article-title":"Bioorthogonal\nmetabolic glycoengineering of human larynx carcinoma (HEp-2) cells\ntargeting sialic acid","volume":"6","author":"Homann","year":"2010","journal-title":"Beilstein J. Org. Chem."},{"issue":"4","key":"2026090211074375400_cit23","doi-asserted-by":"publisher","first-page":"992","DOI":"10.1002\/bit.24363","article-title":"Metabolic oligosaccharide\nengineering\nwith N-Acyl functionalized ManNAc analogs: cytotoxicity, metabolic\nflux, and glycan-display considerations","volume":"109","author":"Almaraz","year":"2012","journal-title":"Biotechnol.\nBioeng."},{"issue":"1","key":"2026090211074375400_cit24","doi-asserted-by":"publisher","first-page":"1","DOI":"10.1093\/glycob\/8.1.1","article-title":"Phosphoglycosylation:\na new structural class of glycosylation?","volume":"8","author":"Haynes","year":"1998","journal-title":"Glycobiology"},{"issue":"4","key":"2026090211074375400_cit25","doi-asserted-by":"publisher","first-page":"43R","DOI":"10.1093\/glycob\/12.4.43R","article-title":"Protein\nglycosylation: nature, distribution, enzymatic formation, and disease\nimplications of glycopeptide bonds","volume":"12","author":"Spiro","year":"2002","journal-title":"Glycobiology"},{"key":"2026090211074375400_cit26","doi-asserted-by":"publisher","first-page":"71","DOI":"10.1016\/j.semcdb.2014.11.005","article-title":"Cotranslational and posttranslocational\nN-glycosylation of proteins in the endoplasmic reticulum","volume":"41","author":"Shrimal","year":"2015","journal-title":"Semin. Cell Dev. Biol."},{"issue":"4","key":"2026090211074375400_cit27","doi-asserted-by":"publisher","first-page":"47R","DOI":"10.1093\/glycob\/cwj066","article-title":"An evolving view of the eukaryotic\noligosaccharyltransferase","volume":"16","author":"Kelleher","year":"2006","journal-title":"Glycobiology"},{"issue":"3","key":"2026090211074375400_cit28","doi-asserted-by":"publisher","first-page":"151","DOI":"10.1080\/10409239891204198","article-title":"Concepts and\nprinciples of O-linked glycosylation","volume":"33","author":"Van den Steen","year":"1998","journal-title":"Crit.\nRev. Biochem. Mol. Biol."},{"key":"2026090211074375400_cit29","doi-asserted-by":"publisher","first-page":"99","DOI":"10.1101\/glycobiology.3e.009","article-title":"N-Glycans","volume-title":"Essentials of Glycobiology","author":"Stanley","year":"2015"},{"key":"2026090211074375400_cit30","doi-asserted-by":"publisher","first-page":"53","DOI":"10.1016\/bs.acr.2014.11.002","article-title":"Simple sugars to\ncomplex disease--mucin-type O-glycans in cancer","volume":"126","author":"Kudelka","year":"2015","journal-title":"Adv. Cancer Res."},{"issue":"6695","key":"2026090211074375400_cit31","doi-asserted-by":"publisher","first-page":"802","DOI":"10.1038\/29570","article-title":"Microdomains of GPI-anchored proteins\nin living cells\nrevealed by crosslinking","volume":"394","author":"Friedrichson","year":"1998","journal-title":"Nature"},{"issue":"7","key":"2026090211074375400_cit32","doi-asserted-by":"publisher","first-page":"591","DOI":"10.2174\/138527207780598837","article-title":"Glycosyltransferase\nand Glypiation Inhibitors","volume":"11","author":"Walker-Nasir","year":"2007","journal-title":"Curr. Org. Chem."},{"issue":"1","key":"2026090211074375400_cit33","doi-asserted-by":"publisher","first-page":"1","DOI":"10.1042\/bj2440001","article-title":"Biochemistry\nof the glycosyl-phosphatidylinositol membrane protein anchors","volume":"244","author":"Low","year":"1987","journal-title":"Biochem. J."},{"issue":"3","key":"2026090211074375400_cit34","doi-asserted-by":"crossref","first-page":"781","DOI":"10.18388\/abp.2000_3996","article-title":"Protein C-mannosylation: facts and questions","volume":"47","author":"Furmanek","year":"2000","journal-title":"Acta Biochim. Pol."},{"key":"2026090211074375400_cit35","doi-asserted-by":"publisher","first-page":"1091","DOI":"10.1007\/978-4-431-54841-6_67","article-title":"C-Mannosylation: Modification on Tryptophan\nin Cellular Proteins","volume-title":"Glycoscience: Biology\nand Medicine","author":"Ihara","year":"2015"},{"issue":"37","key":"2026090211074375400_cit36","doi-asserted-by":"publisher","first-page":"28569","DOI":"10.1074\/jbc.M001732200","article-title":"Properdin, the positive regulator\nof complement, is\nhighly C-mannosylated","volume":"275","author":"Hartmann","year":"2000","journal-title":"J. Biol. Chem."},{"issue":"2","key":"2026090211074375400_cit37","doi-asserted-by":"publisher","first-page":"291","DOI":"10.1091\/mbc.9.2.291","article-title":"Protein C-mannosylation\nis enzyme-catalysed and uses dolichyl-phosphate-mannose as a precursor","volume":"9","author":"Doucey","year":"1998","journal-title":"Mol. Biol. Cell"},{"issue":"11","key":"2026090211074375400_cit38","doi-asserted-by":"publisher","first-page":"2930","DOI":"10.1038\/nprot.2007.422","article-title":"Metabolic labeling\nof glycans with azido sugars and\nsubsequent glycan-profiling and visualization via Staudinger ligation","volume":"2","author":"Laughlin","year":"2007","journal-title":"Nat. Protoc."},{"issue":"4","key":"2026090211074375400_cit39","doi-asserted-by":"publisher","first-page":"1151","DOI":"10.1021\/acs.bioconjchem.7b00042","article-title":"Coupling of\nImmunostimulants to Live\nCells through Metabolic Glycoengineering and Bioorthogonal Click Chemistry","volume":"28","author":"Mongis","year":"2017","journal-title":"Bioconjugate Chem."},{"issue":"66","key":"2026090211074375400_cit40","doi-asserted-by":"publisher","first-page":"7301","DOI":"10.1039\/c3cc43424a","article-title":"Metabolic glycoengineering\nof Staphylococcus aureus reduces its adherence to human T24 bladder\ncarcinoma cells","volume":"49","author":"Memmel","year":"2013","journal-title":"Chem. Commun. (Cambridge, U.\nK.)"},{"issue":"9\u201310","key":"2026090211074375400_cit41","doi-asserted-by":"publisher","first-page":"347","DOI":"10.1515\/znc-2016-0123","article-title":"Synthesis\nand application of water-soluble, photoswitchable cyanine dyes for\nbioorthogonal labeling of cell-surface carbohydrates","volume":"71","author":"Mertsch","year":"2016","journal-title":"Z. Naturforsch., C: J. Biosci."},{"issue":"41","key":"2026090211074375400_cit42","doi-asserted-by":"publisher","first-page":"10921","DOI":"10.1002\/anie.201406045","article-title":"Super-resolution\nimaging of plasma membrane glycans","volume":"53","author":"Letschert","year":"2014","journal-title":"Angew. Chem.,\nInt. Ed."},{"issue":"8","key":"2026090211074375400_cit43","doi-asserted-by":"publisher","first-page":"3141","DOI":"10.1073\/pnas.1010045108","article-title":"Metabolic cross-talk\nallows labeling of O-linked beta-N-acetylglucosamine-modified proteins\nvia the N-acetylgalactosamine salvage pathway","volume":"108","author":"Boyce","year":"2011","journal-title":"Proc. Natl. Acad. Sci. U. S. A."},{"issue":"20","key":"2026090211074375400_cit44","doi-asserted-by":"publisher","first-page":"8146","DOI":"10.1073\/pnas.1102458108","article-title":"Chemical reporters\nfor fluorescent detection and identification of O-GlcNAc-modified\nproteins reveal glycosylation of the ubiquitin ligase NEDD4\u20131","volume":"108","author":"Zaro","year":"2011","journal-title":"Proc. Natl. Acad. Sci. U. S. A."},{"issue":"11","key":"2026090211074375400_cit45","doi-asserted-by":"publisher","first-page":"1431","DOI":"10.1002\/elps.201500491","article-title":"Comparative\nanalysis of Cu (I)-catalyzed alkyne-azide cycloaddition (CuAAC) and\nstrain-promoted alkyne-azide cycloaddition (SPAAC) in O-GlcNAc proteomics","volume":"37","author":"Li","year":"2016","journal-title":"Electrophoresis"},{"issue":"6","key":"2026090211074375400_cit46","doi-asserted-by":"publisher","first-page":"561","DOI":"10.1038\/nmeth.3366","article-title":"Isotope-targeted glycoproteomics\n(IsoTaG): a mass-independent\nplatform for intact N- and O-glycopeptide discovery and analysis","volume":"12","author":"Woo","year":"2015","journal-title":"Nat. Methods"},{"key":"2026090211074375400_cit47","doi-asserted-by":"publisher","first-page":"23","DOI":"10.3389\/fphar.2014.00023","article-title":"Angiopoietin-like 4 based therapeutics for proteinuria\nand kidney disease","volume":"5","author":"Chugh","year":"2014","journal-title":"Front. Pharmacol."},{"issue":"9","key":"2026090211074375400_cit48","doi-asserted-by":"publisher","first-page":"881","DOI":"10.1016\/j.bbadis.2009.07.001","article-title":"Hereditary\ninclusion body myopathy: a decade of progress","volume":"1792","author":"Huizing","year":"2009","journal-title":"Biochim. Biophys. Acta, Mol. Basis Dis."},{"issue":"10","key":"2026090211074375400_cit49","doi-asserted-by":"publisher","first-page":"8035","DOI":"10.1074\/jbc.M212127200","article-title":"GlcNAc 2-epimerase\ncan serve a catabolic role in sialic acid metabolism","volume":"278","author":"Luchansky","year":"2003","journal-title":"J. Biol. Chem."},{"key":"2026090211074375400_cit50","doi-asserted-by":"publisher","first-page":"249","DOI":"10.1016\/S0076-6879(03)01018-8","article-title":"Constructing\nAzide-Labeled Cell Surfaces\nUsing Polysaccharide Biosynthetic Pathways","volume":"362","author":"Luchansky","year":"2003","journal-title":"Methods Enzymol."},{"issue":"Pt 19","key":"2026090211074375400_cit51","doi-asserted-by":"publisher","first-page":"4427","DOI":"10.1242\/jcs.02566","article-title":"Stimulatory effects of a three-dimensional\nmicroenvironment\non cell-mediated fibronectin fibrillogenesis","volume":"118","author":"Mao","year":"2005","journal-title":"J. Cell Sci."},{"key":"2026090211074375400_cit52","doi-asserted-by":"publisher","first-page":"8026","DOI":"10.1038\/ncomms9026","article-title":"Mechanical forces regulate\nthe interactions of fibronectin and collagen I in extracellular matrix","volume":"6","author":"Kubow","year":"2015","journal-title":"Nat. Commun."},{"issue":"5\u20136","key":"2026090211074375400_cit53","doi-asserted-by":"publisher","first-page":"713","DOI":"10.1089\/ten.tea.2010.0273","article-title":"Direct comparisons\nof the morphology, migration, cell adhesions, and actin cytoskeleton\nof fibroblasts in four different three-dimensional extracellular matrices","volume":"17","author":"Hakkinen","year":"2011","journal-title":"Tissue Eng., Part A"},{"key":"2026090211074375400_cit54","first-page":"79","article-title":"Cell migration\nanalyses within fibroblast-derived 3-D matrices","volume":"294","author":"Cukierman","year":"2005","journal-title":"Methods Mol. Biol."},{"key":"2026090211074375400_cit55","doi-asserted-by":"publisher","first-page":"275","DOI":"10.1007\/978-1-59745-413-1_19","article-title":"Stromagenesis during tumorigenesis: characterization\nof tumor-associated fibroblasts and stroma-derived 3D matrices","volume":"522","author":"Castello-Cros","year":"2009","journal-title":"Methods Mol. Biol."},{"issue":"9","key":"2026090211074375400_cit56","doi-asserted-by":"publisher","first-page":"866","DOI":"10.1002\/cbic.201500582","article-title":"Biocompatible Azide-Alkyne \u201cClick\u201d\nReactions\nfor Surface Decoration of Glyco-Engineered Cells","volume":"17","author":"Gutmann","year":"2016","journal-title":"ChemBioChem"},{"issue":"4","key":"2026090211074375400_cit57","doi-asserted-by":"publisher","first-page":"1300","DOI":"10.1021\/acsbiomaterials.8b00264","article-title":"Bioorthogonal\nModification of Cell Derived Matrices by Metabolic Glycoengineering","volume":"4","author":"Gutmann","year":"2018","journal-title":"ACS Biomater. Sci. Eng."},{"issue":"9","key":"2026090211074375400_cit58","doi-asserted-by":"publisher","first-page":"1868","DOI":"10.1021\/acs.bioconjchem.5b00310","article-title":"Labeling of\nEnveloped Virus via Metabolic Incorporation of Azido Sugars","volume":"26","author":"Zhao","year":"2015","journal-title":"Bioconjugate Chem."},{"issue":"5","key":"2026090211074375400_cit59","doi-asserted-by":"publisher","first-page":"6053","DOI":"10.3390\/ijms13056053","article-title":"Design and\nsynthesis of binding growth\nfactors","volume":"13","author":"Tada","year":"2012","journal-title":"Int. J. Mol. Sci."},{"issue":"8","key":"2026090211074375400_cit60","doi-asserted-by":"publisher","first-page":"479","DOI":"10.1089\/wound.2014.0603","article-title":"Extracellular\nMatrix-Inspired Growth\nFactor Delivery Systems for Skin Wound Healing","volume":"4","author":"Briquez","year":"2015","journal-title":"Adv. Wound Care (New Rochelle)"},{"issue":"Pt 7","key":"2026090211074375400_cit61","doi-asserted-by":"publisher","first-page":"1341","DOI":"10.1242\/jcs.01731","article-title":"Procollagen trafficking,\nprocessing and fibrillogenesis","volume":"118","author":"Canty","year":"2005","journal-title":"J. Cell Sci."},{"issue":"1","key":"2026090211074375400_cit62","doi-asserted-by":"publisher","first-page":"10.0.1","DOI":"10.1002\/0471143030.cb1000s45","article-title":"Extracellular\nMatrix","volume":"45","author":"Yamada","year":"2009","journal-title":"Curr. Protoc. Cell Biol."},{"issue":"3","key":"2026090211074375400_cit63","doi-asserted-by":"publisher","first-page":"284","DOI":"10.1289\/ehp.10727","article-title":"Compound cytotoxicity\nprofiling using quantitative high-throughput screening","volume":"116","author":"Xia","year":"2008","journal-title":"Environ. Health Perspect"},{"issue":"17","key":"2026090211074375400_cit64","doi-asserted-by":"publisher","first-page":"3689","DOI":"10.1016\/j.biomaterials.2003.10.072","article-title":"Evaluation\nof antibiotic-loaded collagen-hyaluronic\nacid matrix as a skin substitute","volume":"25","author":"Park","year":"2004","journal-title":"Biomaterials"},{"key":"2026090211074375400_cit65","doi-asserted-by":"publisher","first-page":"260","DOI":"10.1016\/j.addr.2015.11.019","article-title":"ECM and ECM-like materials - Biomaterials\nfor applications in regenerative medicine and cancer therapy","volume":"97","author":"Hinderer","year":"2016","journal-title":"Adv. Drug Delivery Rev."},{"issue":"9","key":"2026090211074375400_cit66","doi-asserted-by":"publisher","first-page":"740","DOI":"10.1021\/acsbiomaterials.5b00236","article-title":"Bio-orthogonal Immobilization\nof\nFibroblast Growth Factor 2 for Spatial Controlled Cell Proliferation","volume":"1","author":"Lu\u0308hmann","year":"2015","journal-title":"ACS Biomater. Sci. Eng."},{"issue":"22","key":"2026090211074375400_cit67","doi-asserted-by":"publisher","first-page":"2123","DOI":"10.1002\/cbic.201600480","article-title":"Interleukin-4-Clicked\nSurfaces Drive\nM2Macrophage Polarization","volume":"17","author":"Luhmann","year":"2016","journal-title":"ChemBioChem"},{"issue":"3","key":"2026090211074375400_cit68","doi-asserted-by":"publisher","first-page":"695","DOI":"10.1021\/acs.biomac.6b01407","article-title":"Site-Directed Immobilization of BMP-2: Two Approaches\nfor the Production of Innovative Osteoinductive Scaffolds","volume":"18","author":"Tabisz","year":"2017","journal-title":"Biomacromolecules"},{"issue":"1","key":"2026090211074375400_cit69","doi-asserted-by":"publisher","first-page":"264","DOI":"10.1038\/s41467-017-00340-x","article-title":"Diagnosing peri-implant\ndisease using\nthe tongue as a 24\/7 detector","volume":"8","author":"Ritzer","year":"2017","journal-title":"Nat. Commun."},{"key":"2026090211074375400_cit70","doi-asserted-by":"publisher","first-page":"17","DOI":"10.1016\/j.jconrel.2018.04.009","article-title":"Bioresponsive\nrelease of insulin-like growth factor-I from its PEGylated conjugate","volume":"279","author":"Braun","year":"2018","journal-title":"J. Controlled Release"},{"issue":"1","key":"2026090211074375400_cit71","doi-asserted-by":"publisher","first-page":"58","DOI":"10.1007\/s11095-016-2038-6","article-title":"Matrix Metalloproteinase\nResponsive\nDelivery of Myostatin Inhibitors","volume":"34","author":"Braun","year":"2017","journal-title":"Pharm. Res."},{"issue":"7","key":"2026090211074375400_cit72","doi-asserted-by":"publisher","first-page":"521","DOI":"10.1038\/nrd3499","article-title":"Bio-inspired,\nbioengineered and biomimetic drug delivery carriers","volume":"10","author":"Yoo","year":"2011","journal-title":"Nat. Rev. Drug Discovery"},{"issue":"21","key":"2026090211074375400_cit73","doi-asserted-by":"publisher","first-page":"2082","DOI":"10.1002\/cbic.201700340","article-title":"Redirecting Killer\nT Cells through Incorporation of Azido Sugars for Tethering Ligands","volume":"18","author":"Wang","year":"2017","journal-title":"ChemBioChem"},{"issue":"4","key":"2026090211074375400_cit74","doi-asserted-by":"publisher","first-page":"335","DOI":"10.7150\/thno.3666","article-title":"Molecular\nimaging of stem cells: tracking survival, biodistribution, tumorigenicity,\nand immunogenicity","volume":"2","author":"Gu","year":"2012","journal-title":"Theranostics"},{"issue":"4","key":"2026090211074375400_cit75","doi-asserted-by":"publisher","first-page":"420","DOI":"10.7150\/thno.7265","article-title":"Cell labeling and tracking method\nwithout distorted signals by phagocytosis of macrophages","volume":"4","author":"Kang","year":"2014","journal-title":"Theranostics"},{"issue":"5876","key":"2026090211074375400_cit76","doi-asserted-by":"publisher","first-page":"664","DOI":"10.1126\/science.1155106","article-title":"In vivo imaging\nof membrane-associated glycans in developing zebrafish","volume":"320","author":"Laughlin","year":"2008","journal-title":"Science"},{"key":"2026090211074375400_cit77","doi-asserted-by":"publisher","first-page":"249","DOI":"10.1016\/S0076-6879(03)01018-8","article-title":"Constructing\nazide-labeled cell surfaces\nusing polysaccharide biosynthetic pathways","volume":"362","author":"Luchansky","year":"2003","journal-title":"Methods Enzymol."},{"issue":"Pt 24","key":"2026090211074375400_cit78","doi-asserted-by":"publisher","first-page":"4195","DOI":"10.1242\/jcs.023820","article-title":"The extracellular\nmatrix at a glance","volume":"123","author":"Frantz","year":"2010","journal-title":"J. Cell Sci."},{"issue":"1","key":"2026090211074375400_cit79","doi-asserted-by":"publisher","first-page":"12","DOI":"10.1039\/C4BM00246F","article-title":"Cell-derived\nmatrices for tissue engineering and regenerative\nmedicine applications","volume":"3","author":"Fitzpatrick","year":"2015","journal-title":"Biomater. Sci."},{"issue":"4","key":"2026090211074375400_cit80","doi-asserted-by":"publisher","first-page":"895","DOI":"10.1038\/jid.2013.484","article-title":"Fibronectin at\nselect sites binds multiple growth factors\nand enhances their activity: expansion of the collaborative ECM-GF\nparadigm","volume":"134","author":"Zhu","year":"2014","journal-title":"J. Invest. Dermatol."},{"key":"2026090211074375400_cit81","doi-asserted-by":"publisher","first-page":"45","DOI":"10.3389\/fbioe.2016.00045","article-title":"Patterning\nBiomaterials for the Spatiotemporal Delivery of Bioactive Molecules","volume":"4","author":"Minardi","year":"2016","journal-title":"Front. Bioeng. Biotechnol."},{"issue":"55","key":"2026090211074375400_cit82","doi-asserted-by":"publisher","first-page":"153","DOI":"10.1098\/rsif.2010.0223","article-title":"Growth factor delivery-based tissue\nengineering: general approaches and a review of recent developments","volume":"8","author":"Lee","year":"2011","journal-title":"J. R. Soc., Interface"},{"issue":"6173","key":"2026090211074375400_cit83","doi-asserted-by":"publisher","first-page":"885","DOI":"10.1126\/science.1247663","article-title":"Growth\nfactors engineered for super-affinity\nto the extracellular matrix enhance tissue healing","volume":"343","author":"Martino","year":"2014","journal-title":"Science"},{"key":"2026090211074375400_cit84","doi-asserted-by":"publisher","first-page":"1","DOI":"10.1016\/j.actbio.2015.11.007","article-title":"Engineering growth\nfactors for regenerative medicine applications","volume":"30","author":"Mitchell","year":"2016","journal-title":"Acta Biomater."},{"issue":"2","key":"2026090211074375400_cit85","doi-asserted-by":"publisher","first-page":"022003","DOI":"10.1088\/1748-6041\/11\/2\/022003","article-title":"Clinical\napplications of decellularized extracellular matrices for tissue engineering\nand regenerative medicine","volume":"11","author":"Parmaksiz","year":"2016","journal-title":"Biomed Mater."}],"container-title":["ACS Biomaterials Science &amp; Engineering"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/pubs.acs.org\/doi\/pdf\/10.1021\/acsbiomaterials.8b00865","content-type":"application\/pdf","content-version":"vor","intended-application":"unspecified"},{"URL":"https:\/\/pubs.acs.org\/abseba\/article-pdf\/5\/1\/215\/66915312\/acsbiomaterials.8b00865.pdf","content-type":"application\/pdf","content-version":"vor","intended-application":"syndication"},{"URL":"https:\/\/pubs.acs.org\/abseba\/article-pdf\/5\/1\/215\/66915312\/acsbiomaterials.8b00865.pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2026,9,2]],"date-time":"2026-09-02T15:07:54Z","timestamp":1788361674000},"score":1,"resource":{"primary":{"URL":"https:\/\/pubs.acs.org\/abseba\/article\/5\/1\/215\/1273212\/Metabolic-Glycoengineering-of-Cell-Derived"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2018,11,20]]},"references-count":85,"journal-issue":{"issue":"1","published-online":{"date-parts":[[2018,11,20]]},"published-print":{"date-parts":[[2019,1,14]]}},"URL":"https:\/\/doi.org\/10.1021\/acsbiomaterials.8b00865","relation":{"has-part":[{"id-type":"doi","id":"https:\/\/doi.org\/10.1021\/acsbiomaterials.8b00865.s001","asserted-by":"subject"},{"id-type":"doi","id":"https:\/\/doi.org\/10.1021\/acsbiomaterials.8b00865.s002","asserted-by":"subject"}]},"ISSN":["2373-9878"],"issn-type":[{"value":"2373-9878","type":"electronic"}],"subject":[],"published":{"date-parts":[[2018,11,20]]}}}