{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,9,15]],"date-time":"2026-09-15T15:52:43Z","timestamp":1789487563280,"version":"build-2803163510"},"reference-count":105,"publisher":"American Chemical Society (ACS)","issue":"36","license":[{"start":{"date-parts":[[2026,9,2]],"date-time":"2026-09-02T00:00:00Z","timestamp":1788307200000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by-nc-nd\/4.0\/"}],"funder":[{"DOI":"10.13039\/501100003151","name":"Fonds de recherche du Qu?bec ? Nature et technologies","doi-asserted-by":"publisher","award":["300203"],"award-info":[{"award-number":["300203"]}],"id":[{"id":"10.13039\/501100003151","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100003151","name":"Fonds de recherche du Qu?bec ? Nature et technologies","doi-asserted-by":"publisher","award":["343585"],"award-info":[{"award-number":["343585"]}],"id":[{"id":"10.13039\/501100003151","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100000038","name":"Natural Sciences and Engineering Research Council of Canada","doi-asserted-by":"publisher","award":["565760-2021"],"award-info":[{"award-number":["565760-2021"]}],"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":["584697-2023"],"award-info":[{"award-number":["584697-2023"]}],"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":["585073-2023"],"award-info":[{"award-number":["585073-2023"]}],"id":[{"id":"10.13039\/501100000038","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":[],"published-print":{"date-parts":[[2026,9,15]]},"abstract":"<jats:title>Abstract<\/jats:title>\n                  <jats:p>Carbamoylation is a relatively rare but relevant modification in natural carbohydrates, promoting structural diversity. Numerous families of natural glycosides, including aminocoumarins, glycopeptides, or macrolides, contain these carbamoylated carbohydrates. These natural products display a broad spectrum of pharmacological properties. In several cases, the carbamate-bearing carbohydrate contributes to these bioactivities. The synthesis of carbamate-bearing carbohydrates presents important challenges, and has been conventionally achieved through multistep sequences and the use of toxic and unstable reagents. Recent advances in catalytic site-selective carbamoylation enabled more efficient and safer syntheses of these unique carbohydrates. These advancements facilitate the study of carbamate-bearing carbohydrates, potentially accelerating the discovery of novel therapeutic agents.<\/jats:p>","DOI":"10.1021\/acsomega.6c01698","type":"journal-article","created":{"date-parts":[[2026,9,3]],"date-time":"2026-09-03T18:04:29Z","timestamp":1788458669000},"page":"53613-53625","source":"Crossref","is-referenced-by-count":0,"title":["Carbamate-Bearing\nCarbohydrates: Natural Occurrence,\nPharmacological Relevance, and Chemical Synthesis"],"prefix":"10.1021","volume":"11","author":[{"given":"Vincent","family":"Maltais-Bourgeois","sequence":"first","affiliation":[{"name":"Universite\u0301 du Que\u0301bec a\u0300 Chicoutimi , , 555 Boulevard de l\u2019universite\u0301 , , ,","place":["Chicoutimi, Quebec, Canada, G7H 2B1"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Andre\u0301","family":"Pichette","sequence":"additional","affiliation":[{"name":"Universite\u0301 du Que\u0301bec a\u0300 Chicoutimi , , 555 Boulevard de l\u2019universite\u0301 , , ,","place":["Chicoutimi, Quebec, Canada, G7H 2B1"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Joanne","family":"Plourde","sequence":"additional","affiliation":[{"name":"Universite\u0301 du Que\u0301bec a\u0300 Chicoutimi , , 555 Boulevard de l\u2019universite\u0301 , , ,","place":["Chicoutimi, Quebec, Canada, G7H 2B1"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Lae\u0301la","family":"Lephore","sequence":"additional","affiliation":[{"name":"Universite\u0301 du Que\u0301bec a\u0300 Chicoutimi , , 555 Boulevard de l\u2019universite\u0301 , , ,","place":["Chicoutimi, Quebec, Canada, G7H 2B1"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jean","family":"Legault","sequence":"additional","affiliation":[{"name":"Universite\u0301 du Que\u0301bec a\u0300 Chicoutimi , , 555 Boulevard de l\u2019universite\u0301 , , ,","place":["Chicoutimi, Quebec, Canada, G7H 2B1"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-4641-2599","authenticated-orcid":true,"given":"Je\u0301ro\u0302me","family":"Alsarraf","sequence":"additional","affiliation":[{"name":"Universite\u0301 du Que\u0301bec a\u0300 Chicoutimi , , 555 Boulevard de l\u2019universite\u0301 , , ,","place":["Chicoutimi, Quebec, Canada, G7H 2B1"]}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"316","published-online":{"date-parts":[[2026,9,2]]},"reference":[{"issue":"51","key":"2026091510082291000_cit1","doi-asserted-by":"publisher","first-page":"9814","DOI":"10.1002\/anie.200801204","article-title":"Natural-Product\nSugar Biosynthesis and Enzymatic Glycodiversification","volume":"47","author":"Thibodeaux","year":"2008","journal-title":"Angew. Chem., Int. Ed."},{"issue":"17","key":"2026091510082291000_cit2","doi-asserted-by":"publisher","first-page":"4046","DOI":"10.1002\/anie.201108896","article-title":"The O-Carbamoyltransferase TobZ Catalyzes an Ancient Enzymatic\nReaction","volume":"51","author":"Parthier","year":"2012","journal-title":"Angew. Chem., Int. Ed."},{"issue":"10","key":"2026091510082291000_cit3","doi-asserted-by":"publisher","first-page":"1578","DOI":"10.1021\/np070275t","article-title":"The Ansacarbamitocins:\nPolar Ansamitocin Derivatives","volume":"70","author":"Snipes","year":"2007","journal-title":"J. Nat. Prod."},{"issue":"11","key":"2026091510082291000_cit4","doi-asserted-by":"publisher","first-page":"669","DOI":"10.1038\/ja.2013.74","article-title":"Warkmycin, a novel angucycline antibiotic produced\nby Streptomyces sp. Acta 2930","volume":"66","author":"Helaly","year":"2013","journal-title":"J. Antibiot."},{"issue":"4","key":"2026091510082291000_cit5","doi-asserted-by":"publisher","first-page":"764","DOI":"10.1021\/np800832w","article-title":"Citronamides\nA and B, Tetrapeptides\nfrom the Australian Sponge Citronia astra","volume":"72","author":"Carroll","year":"2009","journal-title":"J. Nat. Prod."},{"issue":"30","key":"2026091510082291000_cit6","doi-asserted-by":"publisher","first-page":"3069","DOI":"10.1016\/S0040-4039(00)87535-8","article-title":"Synthesis and absolute configuration\nof methyl \u03b1-tetronitroside (kijanoside)","volume":"23","author":"Funaki","year":"1982","journal-title":"Tetrahedron Lett."},{"issue":"2","key":"2026091510082291000_cit7","doi-asserted-by":"publisher","first-page":"244","DOI":"10.7164\/antibiotics.33.244","article-title":"A new antibiotic,\nantlermicin\nA","volume":"33","author":"Kobinata","year":"1980","journal-title":"J. Antibiot."},{"issue":"9","key":"2026091510082291000_cit8","doi-asserted-by":"publisher","first-page":"940","DOI":"10.7164\/antibiotics.33.940","article-title":"Tetrocarcins, novel antitumor antibiotics.\nI. Producing\norganism, fermentation and antimicrobial activity","volume":"33","author":"Tomita","year":"1980","journal-title":"J. Antibiot."},{"issue":"9","key":"2026091510082291000_cit9","doi-asserted-by":"publisher","first-page":"1101","DOI":"10.7164\/antibiotics.34.1101","article-title":"Kijanimicin (Sch\n25663), a novel antibiotic produced by Actinomadura kijaniata SCC 1256. Fermentation, isolation, characterization and biological\nproperties","volume":"34","author":"Waitz","year":"1981","journal-title":"J. Antibiot."},{"issue":"11","key":"2026091510082291000_cit10","doi-asserted-by":"publisher","first-page":"1333","DOI":"10.7164\/antibiotics.37.1333","article-title":"Isolation\nand characterization of\nconcanamycins A, B and C","volume":"37","author":"Kinashi","year":"1984","journal-title":"J. Antibiot."},{"issue":"9","key":"2026091510082291000_cit11","doi-asserted-by":"publisher","first-page":"2816","DOI":"10.1021\/bi001759q","article-title":"Semisynthetic\nDerivatives of Concanamycin\nA and C, as Inhibitors of V- and P-Type ATPases: Structure\u2013Activity\nInvestigations and Developments of Photoaffinity Probes","volume":"40","author":"Dro\u0308se","year":"2001","journal-title":"Biochemistry"},{"issue":"6","key":"2026091510082291000_cit12","doi-asserted-by":"publisher","first-page":"1412","DOI":"10.1002\/j.1460-2075.1996.tb00483.x","article-title":"The nature of inhibition\nof DNA gyrase by the coumarins and the cyclothialidines revealed by\nX-ray crystallography","volume":"15","author":"Lewis","year":"1996","journal-title":"EMBO J."},{"issue":"32","key":"2026091510082291000_cit13","doi-asserted-by":"publisher","first-page":"9663","DOI":"10.1021\/bi970294+","article-title":"The Entropic\nPenalty of Ordered Water Accounts for Weaker Binding of the Antibiotic\nNovobiocin to a Resistant Mutant of DNA Gyrase: A Thermodynamic and\nCrystallographic Study","volume":"36","author":"Holdgate","year":"1997","journal-title":"Biochemistry"},{"issue":"21","key":"2026091510082291000_cit14","doi-asserted-by":"publisher","first-page":"18947","DOI":"10.1074\/jbc.M111740200","article-title":"An Open Conformation\nof the Thermus thermophilus Gyrase B ATP-binding\nDomain","volume":"277","author":"Lamour","year":"2002","journal-title":"J. Biol. Chem."},{"issue":"9","key":"2026091510082291000_cit15","doi-asserted-by":"publisher","first-page":"2023","DOI":"10.1021\/cb5001197","article-title":"Structures\nof Kibdelomycin Bound to Staphylococcus aureus GyrB\nand ParE Showed a Novel U-Shaped Binding Mode","volume":"9","author":"Lu","year":"2014","journal-title":"ACS Chem. Biol."},{"issue":"9","key":"2026091510082291000_cit16","doi-asserted-by":"publisher","first-page":"2061","DOI":"10.1093\/jac\/dkr247","article-title":"Inhibition of DNA gyrase\nand DNA topoisomerase IV of Staphylococcus aureus and Escherichia coli by aminocoumarin antibiotics","volume":"66","author":"Alt","year":"2011","journal-title":"J. Antimicrob. Chemother."},{"issue":"4","key":"2026091510082291000_cit17","doi-asserted-by":"publisher","first-page":"1136","DOI":"10.1128\/AAC.50.4.1136-1142.2006","article-title":"Structure-Activity\nRelationships of Aminocoumarin-Type Gyrase and Topoisomerase IV Inhibitors\nObtained by Combinatorial Biosynthesis","volume":"50","author":"Flatman","year":"2006","journal-title":"Antimicrob.\nAgents Chemother."},{"issue":"7","key":"2026091510082291000_cit18","doi-asserted-by":"publisher","first-page":"3764","DOI":"10.3390\/ijms25073764","article-title":"Revealing\nthe Interaction Mechanism between Mycobacterium tuberculosis GyrB and Novobiocin, SPR719 through Binding Thermodynamics and Dissociation\nKinetics Analysis","volume":"25","author":"Qiu","year":"2024","journal-title":"Int. J. Mol. Sci."},{"issue":"10","key":"2026091510082291000_cit19","doi-asserted-by":"publisher","first-page":"1096","DOI":"10.7164\/antibiotics.44.1096","article-title":"Microbial O-carbamylation of novobiocin","volume":"44","author":"Kuo","year":"1991","journal-title":"J. Antibiot."},{"key":"2026091510082291000_cit20","doi-asserted-by":"publisher","first-page":"155972","DOI":"10.1016\/j.phymed.2024.155972","article-title":"Coumarins as versatile therapeutic\nphytomolecules:\nA systematic review","volume":"134","author":"Hussain","year":"2024","journal-title":"Phytomedicine"},{"issue":"5","key":"2026091510082291000_cit21","doi-asserted-by":"publisher","first-page":"880","DOI":"10.1021\/np900843b","article-title":"Coumabiocins\nA\u2013F, Aminocoumarins from an Organic Extract of Streptomyces sp. L-4\u20134","volume":"73","author":"Cheenpracha","year":"2010","journal-title":"J. Nat. Prod."},{"issue":"3","key":"2026091510082291000_cit22","doi-asserted-by":"publisher","first-page":"242","DOI":"10.1093\/jnci\/92.3.242","article-title":"Novobiocin\nand related coumarins\nand depletion of heat shock protein 90-dependent signaling proteins","volume":"92","author":"Marcu","year":"2000","journal-title":"J. Natl. Cancer Inst."},{"issue":"26","key":"2026091510082291000_cit23","doi-asserted-by":"publisher","first-page":"2702","DOI":"10.2174\/092986708786242895","article-title":"Novobiocin and additional inhibitors of the Hsp90 C-terminal\nnucleotide-binding pocket","volume":"15","author":"Donnelly","year":"2008","journal-title":"Curr. Med. Chem."},{"issue":"1","key":"2026091510082291000_cit24","doi-asserted-by":"publisher","first-page":"84","DOI":"10.1021\/ml400404s","article-title":"Identification\nof a New Scaffold for Hsp90 C-Terminal Inhibition","volume":"5","author":"Zhao","year":"2014","journal-title":"ACS Med. Chem. Lett."},{"issue":"48","key":"2026091510082291000_cit25","doi-asserted-by":"publisher","first-page":"15529","DOI":"10.1021\/ja065793p","article-title":"Novobiocin:\nRedesigning a DNA Gyrase Inhibitor for Selective Inhibition of Hsp90","volume":"128","author":"Burlison","year":"2006","journal-title":"J. Am. Chem. Soc."},{"key":"2026091510082291000_cit26","doi-asserted-by":"publisher","first-page":"100935","DOI":"10.1016\/j.neo.2023.100935","article-title":"HSP90 C-terminal domain inhibition promotes VDAC1 oligomerization\nvia decreasing K274 mono-ubiquitination in Hepatocellular Carcinoma","volume":"44","author":"Zhang","year":"2023","journal-title":"Neoplasia"},{"issue":"20","key":"2026091510082291000_cit27","doi-asserted-by":"publisher","first-page":"3264","DOI":"10.1021\/bi500482q","article-title":"The Carbamoylmannose Moiety of Bleomycin\nMediates Selective Tumor Cell Targeting","volume":"53","author":"Bhattacharya","year":"2014","journal-title":"Biochemistry"},{"issue":"7","key":"2026091510082291000_cit28","doi-asserted-by":"publisher","first-page":"2438","DOI":"10.1021\/ja8091104","article-title":"Carbohydrate Dependent Targeting\nof Cancer Cells by\nBleomycin\u2013Microbubble Conjugates","volume":"131","author":"Chapuis","year":"2009","journal-title":"J.\nAm. Chem. Soc."},{"issue":"8","key":"2026091510082291000_cit29","doi-asserted-by":"publisher","first-page":"2883","DOI":"10.1021\/ja311090e","article-title":"Selective Tumor Cell Targeting by\nthe Disaccharide Moiety of Bleomycin","volume":"135","author":"Yu","year":"2013","journal-title":"J. Am.\nChem. Soc."},{"issue":"39","key":"2026091510082291000_cit30","doi-asserted-by":"publisher","first-page":"13641","DOI":"10.1021\/ja507255g","article-title":"The Disaccharide\nMoiety of Bleomycin Facilitates Uptake by Cancer Cells","volume":"136","author":"Schroeder","year":"2014","journal-title":"J. Am. Chem. Soc."},{"issue":"1","key":"2026091510082291000_cit31","doi-asserted-by":"publisher","first-page":"51","DOI":"10.1186\/s13045-025-01704-3","article-title":"Antibody\u2013Drug\nConjugates (ADCs): current and future biopharmaceuticals","volume":"18","author":"Wang","year":"2025","journal-title":"J. Hematol. Oncol."},{"issue":"2","key":"2026091510082291000_cit32","doi-asserted-by":"publisher","first-page":"870","DOI":"10.1111\/cbdd.13698","article-title":"Antitumour\nproperties based on the self-assembly of camptothecin and carbamoylmannose\nconjugates","volume":"96","author":"Wang","year":"2020","journal-title":"Chem. Biol. Drug Des."},{"key":"2026091510082291000_cit33","doi-asserted-by":"publisher","first-page":"112509","DOI":"10.1016\/j.ejmech.2020.112509","article-title":"Oligosaccharide-camptothecin\nconjugates as potential antineoplastic drugs: Design, synthesis and\nbiological evaluation","volume":"202","author":"Li","year":"2020","journal-title":"Eur. J. Med. Chem."},{"issue":"4","key":"2026091510082291000_cit34","doi-asserted-by":"publisher","first-page":"834","DOI":"10.1039\/C6TB02863B","article-title":"Carbamoylmannose\nenhances the tumor targeting ability of supramolecular nanoparticles\nformed through host\u2013guest complexation of a pair of homopolymers","volume":"5","author":"Yao","year":"2017","journal-title":"J. Mater. Chem. B"},{"issue":"1","key":"2026091510082291000_cit35","doi-asserted-by":"publisher","first-page":"206","DOI":"10.1021\/acs.bioconjchem.1c00539","article-title":"Assembly of Bleomycin Saccharide-Decorated Spherical Nucleic Acids","volume":"33","author":"Ta\u0308htinen","year":"2022","journal-title":"Bioconj. Chem."},{"issue":"11","key":"2026091510082291000_cit36","doi-asserted-by":"publisher","first-page":"1594","DOI":"10.1039\/c001461n","article-title":"Moenomycin family antibiotics:\nchemical synthesis,\nbiosynthesis, and biological activity","volume":"27","author":"Ostash","year":"2010","journal-title":"Nat.\nProd. Rep."},{"issue":"20","key":"2026091510082291000_cit37","doi-asserted-by":"publisher","first-page":"2251","DOI":"10.1016\/S0960-894X(00)00443-1","article-title":"Differential antibacterial\nactivity of moenomycin analogues on gram-positive bacteria","volume":"10","author":"Goldman","year":"2000","journal-title":"Bioorg. Med. Chem. Lett."},{"issue":"7","key":"2026091510082291000_cit38","doi-asserted-by":"publisher","first-page":"429","DOI":"10.1021\/cb800078a","article-title":"Structural Analysis of the Contacts\nAnchoring Moenomycin\nto Peptidoglycan Glycosyltransferases and Implications for Antibiotic\nDesign","volume":"3","author":"Yuan","year":"2008","journal-title":"ACS Chem. Biol."},{"key":"2026091510082291000_cit39","doi-asserted-by":"publisher","first-page":"54","DOI":"10.1016\/j.tcsw.2018.06.002","article-title":"The role of the jaw subdomain of\npeptidoglycan glycosyltransferases for lipid II polymerization","volume":"2","author":"Punekar","year":"2018","journal-title":"Cell Surf."},{"issue":"17","key":"2026091510082291000_cit40","doi-asserted-by":"publisher","first-page":"1963","DOI":"10.1016\/S0960-894X(00)00377-2","article-title":"Some Selective\nReactions of Moenomycin A","volume":"10","author":"Vogel","year":"2000","journal-title":"Bioorg. Med. Chem.\nLett."},{"issue":"11","key":"2026091510082291000_cit41","doi-asserted-by":"publisher","first-page":"2412","DOI":"10.1016\/j.bmcl.2014.04.041","article-title":"Development of bacterial transglycosylase inhibitors\nas new antibiotics: Moenomycin A treatment for drug-resistant Helicobacter pylori","volume":"24","author":"Tseng","year":"2014","journal-title":"Bioorg. Med.\nChem. Lett."},{"key":"2026091510082291000_cit42","doi-asserted-by":"publisher","first-page":"897578","DOI":"10.3389\/fchem.2022.897578","article-title":"Combating multidrug-resistant Helicobacter pylori with moenomycin A in combination with\nclarithromycin or metronidazole","volume":"10","author":"Tseng","year":"2022","journal-title":"Front. Chem."},{"issue":"6","key":"2026091510082291000_cit43","doi-asserted-by":"publisher","first-page":"1569","DOI":"10.1021\/acsinfecdis.1c00040","article-title":"A Screen\nof Natural Product Extracts Identifies Moenomycin as a Potent Antigonococcal\nAgent","volume":"7","author":"Yarlagadda","year":"2021","journal-title":"ACS Infect. Dis."},{"issue":"9","key":"2026091510082291000_cit44","doi-asserted-by":"publisher","first-page":"2461","DOI":"10.1093\/jac\/dkac202","article-title":"Moenomycin\nis broadly active against multidrug-resistant Neisseria gonorrhoeae and clears an infection from a murine vaginal tract infection model","volume":"77","author":"Yang","year":"2022","journal-title":"J. Antimicrob. Chemother."},{"issue":"10","key":"2026091510082291000_cit45","doi-asserted-by":"publisher","first-page":"3776","DOI":"10.1021\/ja4000933","article-title":"Tuning the\nMoenomycin Pharmacophore To Enable Discovery of Bacterial Cell Wall\nSynthesis Inhibitors","volume":"135","author":"Gampe","year":"2013","journal-title":"J. Am. Chem. Soc."},{"issue":"24","key":"2026091510082291000_cit46","doi-asserted-by":"publisher","first-page":"3462","DOI":"10.1002\/cbic.202100433","article-title":"Harnessing Fluorescent\nMoenomycin A Antibiotics for\nBacterial Cell Wall Imaging Studies","volume":"22","author":"Hsieh","year":"2021","journal-title":"ChemBioChem"},{"issue":"3","key":"2026091510082291000_cit47","doi-asserted-by":"publisher","first-page":"223","DOI":"10.1038\/ja.2013.113","article-title":"Venturicidin\nC, a new 20-membered macrolide\nproduced by Streptomyces sp. TS-2\u20132","volume":"67","author":"Shaaban","year":"2014","journal-title":"J. Antibiot."},{"issue":"1","key":"2026091510082291000_cit48","doi-asserted-by":"publisher","first-page":"110","DOI":"10.1021\/acs.jnatprod.0c01177","article-title":"Discovery of Venturicidin Congeners and Identification\nof the Biosynthetic Gene Cluster from Streptomyces sp. NRRL S-4","volume":"84","author":"Li","year":"2021","journal-title":"J. Nat. Prod."},{"issue":"1","key":"2026091510082291000_cit49","doi-asserted-by":"publisher","first-page":"8134","DOI":"10.1038\/s41598-020-64756-0","article-title":"A Membrane-active\nNatural Product Inhibitor of ATP synthase Potentiates Aminoglycoside\nAntibiotics","volume":"10","author":"Yarlagadda","year":"2020","journal-title":"Sci. Rep."},{"issue":"2","key":"2026091510082291000_cit50","doi-asserted-by":"publisher","first-page":"256","DOI":"10.7164\/antibiotics.35.256","article-title":"Irumamycin, a new antibiotic active\nagainst phytopathogenic\nfungi","volume":"35","author":"Omura","year":"1982","journal-title":"J. Antibiot."},{"issue":"9","key":"2026091510082291000_cit51","doi-asserted-by":"publisher","first-page":"1266","DOI":"10.7164\/antibiotics.38.1266","article-title":"A new antifungal antibiotic,\n3\u2032-O-decarbamoylirumamycin","volume":"38","author":"Nakagawa","year":"1985","journal-title":"J. Antibiot."},{"issue":"11","key":"2026091510082291000_cit52","doi-asserted-by":"publisher","first-page":"1137","DOI":"10.7164\/antibiotics.31.1137","article-title":"Streptothricin F, an inhibitor of\nprotein synthesis with miscoding activity","volume":"31","author":"Haupt","year":"1978","journal-title":"J.\nAntibiot."},{"issue":"21","key":"2026091510082291000_cit53","doi-asserted-by":"publisher","first-page":"7591","DOI":"10.1039\/C4CS00426D","article-title":"A comprehensive\nreview of glycosylated bacterial natural products","volume":"44","author":"Elshahawi","year":"2015","journal-title":"Chem. Soc. Rev."},{"issue":"5","key":"2026091510082291000_cit54","doi-asserted-by":"publisher","first-page":"1142","DOI":"10.1021\/np2000733","article-title":"Streptothricin\nDerivatives from Streptomyces sp. I08A 1776","volume":"74","author":"Gan","year":"2011","journal-title":"J. Nat. Prod."},{"issue":"12","key":"2026091510082291000_cit55","doi-asserted-by":"publisher","first-page":"739","DOI":"10.1038\/ja.2007.96","article-title":"Two New Members\nof Streptothricin Class Antibiotics from Streptomyces qinlingensis sp","volume":"60","author":"Ji","year":"2007","journal-title":"nov. J. Antibiot."},{"issue":"5","key":"2026091510082291000_cit56","doi-asserted-by":"publisher","DOI":"10.1371\/journal.pbio.3002091","article-title":"Streptothricin F is a bactericidal antibiotic\neffective against highly drug-resistant gram-negative bacteria that\ninteracts with the 30S subunit of the 70S ribosome","volume":"21","author":"Morgan","year":"2023","journal-title":"PLoS Biol."},{"issue":"1","key":"2026091510082291000_cit57","doi-asserted-by":"publisher","first-page":"3","DOI":"10.1038\/s44259-023-00020-5","article-title":"History of the streptothricin antibiotics\nand evidence\nfor the neglect of the streptothricin resistome","volume":"2","author":"Franck","year":"2024","journal-title":"npj Antimicrob. Resist."},{"issue":"12","key":"2026091510082291000_cit58","doi-asserted-by":"publisher","first-page":"3447","DOI":"10.1039\/D1SC06445B","article-title":"The convergent total\nsynthesis and antibacterial profile of the natural product streptothricin\nF","volume":"13","author":"Dowgiallo","year":"2022","journal-title":"Chem. Sci."},{"issue":"24","key":"2026091510082291000_cit59","doi-asserted-by":"publisher","first-page":"11963","DOI":"10.1039\/D4GC04026K","article-title":"Biological production and simulated moving bed purification of streptothricin\nF from food waste digestate","volume":"26","author":"Zhou","year":"2024","journal-title":"Green Chem."},{"issue":"10","key":"2026091510082291000_cit60","doi-asserted-by":"publisher","DOI":"10.1002\/cbdv.202400813","article-title":"Antibiotic Resistance:\nRevisiting Older Antibiotics for Modern Bacterial\nChallenges","volume":"22","author":"Boretti","year":"2025","journal-title":"Chem. Biodivers."},{"issue":"8","key":"2026091510082291000_cit61","doi-asserted-by":"publisher","first-page":"955","DOI":"10.1016\/j.chembiol.2011.06.011","article-title":"Discovery of Kibdelomycin,\nA Potent New Class of Bacterial\nType II Topoisomerase Inhibitor by Chemical-Genetic Profiling in Staphylococcus aureus","volume":"18","author":"Phillips","year":"2011","journal-title":"Chem. Biol."},{"issue":"49","key":"2026091510082291000_cit62","doi-asserted-by":"publisher","first-page":"15772","DOI":"10.1002\/chem.201202645","article-title":"Amycolamicin: A Novel Broad-Spectrum Antibiotic\nInhibiting Bacterial Topoisomerase","volume":"18","author":"Sawa","year":"2012","journal-title":"Chem. Eur.\nJ."},{"issue":"32","key":"2026091510082291000_cit63","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202206183","article-title":"Total\nSynthesis of Kibdelomycin","volume":"61","author":"He","year":"2022","journal-title":"Angew. Chem., Int.\nEd."},{"key":"2026091510082291000_cit64","doi-asserted-by":"publisher","first-page":"130564","DOI":"10.1016\/j.bmcl.2026.130564","article-title":"Discovery and antibacterial activity of kibdelomycin\nA-1 and A-2 from repeat batch fermentation of Kibdelosporangium banguiesne","volume":"134","author":"Fine","year":"2026","journal-title":"Bioorg. Med. Chem. Lett."},{"issue":"3","key":"2026091510082291000_cit65","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202415439","article-title":"Establishing\nthe Comprehensive Structure\u2013Activity Relationship of the Natural\nAntibiotic Kibdelomycin\/Amycolamicin","volume":"64","author":"Chen","year":"2025","journal-title":"Angew.\nChem., Int. Ed."},{"issue":"8","key":"2026091510082291000_cit66","doi-asserted-by":"publisher","first-page":"1988","DOI":"10.1021\/acs.jnatprod.5c00726","article-title":"Insights into the Biosynthesis of Kibdelomycin\nand Amycolamicin from Comparative Biosynthetic Gene Cluster Analysis\nand Precursor Incorporation Studies","volume":"88","author":"Sa\u0301nchez-Hidalgo","year":"2025","journal-title":"J. Nat.\nProd."},{"issue":"42","key":"2026091510082291000_cit67","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202403535","article-title":"Identification of Kibdelomycin and\nRelated Biosynthetic Gene Clusters and Characterization of the C-Branching\nof Amycolose","volume":"63","author":"Krug","year":"2024","journal-title":"Angew. Chem., Int. Ed."},{"issue":"25","key":"2026091510082291000_cit68","doi-asserted-by":"publisher","first-page":"8956","DOI":"10.1021\/jo961302f","article-title":"Aurisides\nA and B, Cytotoxic Macrolide\nGlycosides from the Japanese Sea Hare Dolabella auricularia","volume":"61","author":"Sone","year":"1996","journal-title":"J. Org. Chem."},{"issue":"10","key":"2026091510082291000_cit69","doi-asserted-by":"publisher","first-page":"2355","DOI":"10.1021\/acs.jnatprod.4c00420","article-title":"Isolation\nand Characterization of the Cyanobacterial Macrolide Glycoside Moorenaside,\nan Anti-Inflammatory Analogue of Aurisides Targeting the Keap1\/Nrf2\nPathway","volume":"87","author":"Al-Awadhi","year":"2024","journal-title":"J. Nat. Prod."},{"issue":"3","key":"2026091510082291000_cit70","doi-asserted-by":"publisher","first-page":"1027","DOI":"10.1158\/0008-5472.1027.65.3","article-title":"Identification of\nthe First Specific\nInhibitor of p90 Ribosomal S6 Kinase (RSK) Reveals an Unexpected Role\nfor RSK in Cancer Cell Proliferation","volume":"65","author":"Smith","year":"2005","journal-title":"Cancer\nRes."},{"issue":"20","key":"2026091510082291000_cit71","doi-asserted-by":"publisher","first-page":"6099","DOI":"10.1158\/0008-5472.CAN-13-1087","article-title":"RSK Isoforms in\nCancer Cell Invasion and Metastasis","volume":"73","author":"Sulzmaier","year":"2013","journal-title":"Cancer\nRes."},{"key":"2026091510082291000_cit72","doi-asserted-by":"publisher","first-page":"53","DOI":"10.1016\/j.semcancer.2017.04.016","article-title":"Defining the role of the RSK isoforms in cancer","volume":"48","author":"Houles","year":"2018","journal-title":"Semin. Cancer Biol."},{"issue":"1","key":"2026091510082291000_cit73","doi-asserted-by":"publisher","first-page":"35","DOI":"10.2174\/0118715206329546240830055233","article-title":"Targeting RSK2 in Cancer\nTherapy: A Review of Natural\nProducts","volume":"25","author":"Tianhui","year":"2025","journal-title":"Adv. Anticancer Agents Med. Chem."},{"key":"2026091510082291000_cit74","doi-asserted-by":"publisher","first-page":"115229","DOI":"10.1016\/j.ejmech.2023.115229","article-title":"RSK inhibitors\nas potential anticancer agents: Discovery, optimization, and challenges","volume":"251","author":"Sun","year":"2023","journal-title":"Eur. J. Med. Chem."},{"issue":"14","key":"2026091510082291000_cit75","doi-asserted-by":"publisher","first-page":"5018","DOI":"10.1016\/j.bmc.2007.03.087","article-title":"Structural basis\nfor the activity of the RSK-specific inhibitor, SL0101","volume":"15","author":"Smith","year":"2007","journal-title":"Biorg. Med. Chem."},{"issue":"33","key":"2026091510082291000_cit76","doi-asserted-by":"publisher","first-page":"6499","DOI":"10.1021\/bi300620c","article-title":"Insights into the Inhibition of the\np90 Ribosomal S6\nKinase (RSK) by the Flavonol Glycoside SL0101 from the 1.5 \u00c5\nCrystal Structure of the N-Terminal Domain of RSK2 with Bound Inhibitor","volume":"51","author":"Utepbergenov","year":"2012","journal-title":"Biochemistry"},{"issue":"9","key":"2026091510082291000_cit77","doi-asserted-by":"publisher","first-page":"3244","DOI":"10.1016\/j.bmcl.2012.03.033","article-title":"Analogs of the RSK\ninhibitor SL0101: Optimization of in vitro biological stability","volume":"22","author":"Hilinski","year":"2012","journal-title":"Bioorg. Med. Chem. Lett."},{"issue":"4","key":"2026091510082291000_cit78","doi-asserted-by":"publisher","first-page":"1448","DOI":"10.1021\/acs.orglett.0c00042","article-title":"Regioselective\nSynthesis of a C-4\u2033 Carbamate, C-6\u2033 n-Pr Substituted Cyclitol Analogue of\nSL0101","volume":"22","author":"Li","year":"2020","journal-title":"Org. Lett."},{"issue":"1","key":"2026091510082291000_cit79","doi-asserted-by":"publisher","first-page":"1798","DOI":"10.1080\/14756366.2021.1957862","article-title":"Identifying requirements\nfor RSK2 specific inhibitors","volume":"36","author":"Wright","year":"2021","journal-title":"J. Enzyme Inhib.\nMed. Chem."},{"key":"2026091510082291000_cit80","doi-asserted-by":"publisher","first-page":"31","DOI":"10.3762\/bjoc.4.31","article-title":"Sordarin,\nan antifungal agent with a unique mode of action","volume":"4","author":"Liang","year":"2008","journal-title":"Beilstein J. Org. Chem."},{"issue":"6","key":"2026091510082291000_cit81","doi-asserted-by":"publisher","first-page":"3148","DOI":"10.1074\/jbc.273.6.3148","article-title":"Elongation Factor 2\nas a Novel Target\nfor Selective Inhibition of Fungal Protein Synthesis","volume":"273","author":"Justice","year":"1998","journal-title":"J. Biol. Chem."},{"issue":"6","key":"2026091510082291000_cit82","doi-asserted-by":"publisher","first-page":"1125","DOI":"10.1111\/bph.15724","article-title":"Sordarin\u2500 An anti-fungal antibiotic with a unique\nmodus operandi","volume":"179","author":"Shao","year":"2022","journal-title":"Br. J. Pharmacol."},{"issue":"2","key":"2026091510082291000_cit83","doi-asserted-by":"publisher","first-page":"117","DOI":"10.1016\/S0960-894X(01)00729-6","article-title":"Antifungal sordarins. Synthesis and\nstructure\u2013activity relationships of 3\u2032-O-Substituted derivatives","volume":"12","author":"Arribas","year":"2002","journal-title":"Bioorg. Med. Chem.\nLett."},{"issue":"43","key":"2026091510082291000_cit84","doi-asserted-by":"publisher","first-page":"6800","DOI":"10.1021\/bi501102z","article-title":"Modified Bleomycin\nDisaccharides Exhibiting Improved\nTumor Cell Targeting","volume":"53","author":"Madathil","year":"2014","journal-title":"Biochemistry"},{"issue":"13","key":"2026091510082291000_cit85","doi-asserted-by":"publisher","first-page":"5647","DOI":"10.1021\/ja00092a014","article-title":"Total Synthesis of\nBleomycin A2 and Related Agents. 4. Synthesis\nof the Disaccharide Subunit 2-O-(3-O-Carbamoyl-\u03b1-D-mannopyranosyl)-L-gulopyranose\nand Completion of the Total Synthesis of Bleomycin A2","volume":"116","author":"Boger","year":"1994","journal-title":"J. Am. Chem. Soc."},{"issue":"15","key":"2026091510082291000_cit86","doi-asserted-by":"publisher","first-page":"6010","DOI":"10.1039\/C8NJ06191B","article-title":"Multi-gram scale synthesis\nof a bleomycin (BLM) carbohydrate moiety: exploring the antitumor\nbeneficial effect of BLM disaccharide attached to 10-hydroxycamptothecine\n(10-HCPT)","volume":"43","author":"Li","year":"2019","journal-title":"New J. Chem."},{"issue":"7","key":"2026091510082291000_cit87","doi-asserted-by":"publisher","first-page":"1130","DOI":"10.1002\/anie.200462267","article-title":"Stereocontrolled\nTotal Synthesis of (\u2212)-Aurisides A and B","volume":"44","author":"Paterson","year":"2005","journal-title":"Angew. Chem., Int. Ed."},{"issue":"8","key":"2026091510082291000_cit88","doi-asserted-by":"publisher","first-page":"1773","DOI":"10.1351\/pac200880081773","article-title":"Total synthesis of cytotoxic marine macrolides: Callipeltoside\nA, aurisides A and B, and dolastatin 19","volume":"80","author":"Paterson","year":"2008","journal-title":"Pure\nAppl. Chem."},{"issue":"6","key":"2026091510082291000_cit89","doi-asserted-by":"publisher","first-page":"1691","DOI":"10.1021\/ja00292a038","article-title":"Total synthesis of elfamycins: aurodox and efrotomycin.\n1. Strategy and construction of key intermediates","volume":"107","author":"Dolle","year":"1985","journal-title":"J. Am. Chem. Soc."},{"issue":"45","key":"2026091510082291000_cit90","doi-asserted-by":"publisher","first-page":"5521","DOI":"10.1016\/S0040-4039(00)85256-9","article-title":"Carbamates:\nA method of synthesis and some syntehtic applications","volume":"27","author":"Koc\u030covsky\u0301","year":"1986","journal-title":"Tetrahedron Lett."},{"issue":"50","key":"2026091510082291000_cit91","doi-asserted-by":"publisher","first-page":"21258","DOI":"10.1021\/jacs.1c11477","article-title":"Total Synthesis\nof\nthe Potent and Broad-Spectrum Antibiotics Amycolamicin and Kibdelomycin","volume":"143","author":"Yang","year":"2021","journal-title":"J. Am. Chem. Soc."},{"issue":"12","key":"2026091510082291000_cit92","doi-asserted-by":"publisher","first-page":"5253","DOI":"10.1021\/jacs.2c00647","article-title":"Total Synthesis of the Broad-Spectrum\nAntibiotic Amycolamicin","volume":"144","author":"Meguro","year":"2022","journal-title":"J. Am. Chem. Soc."},{"issue":"13","key":"2026091510082291000_cit93","doi-asserted-by":"publisher","DOI":"10.1002\/ejoc.202300075","article-title":"Synthesis\nof the N-Amykitanosyl Tetramic Acid Moiety of Amycolamicin","volume":"26","author":"Meguro","year":"2023","journal-title":"Eur. J. Org. Chem."},{"key":"2026091510082291000_cit94","doi-asserted-by":"publisher","first-page":"67","DOI":"10.1016\/j.carres.2019.06.008","article-title":"Synthesis and cellular uptake of\ncarbamoylated mannose derivatives","volume":"481","author":"Elferink","year":"2019","journal-title":"Carbohydr.\nRes."},{"issue":"23","key":"2026091510082291000_cit95","doi-asserted-by":"publisher","first-page":"11457","DOI":"10.1021\/acs.chemrev.8b00442","article-title":"Site-Selective Functionalization\nof Hydroxyl Groups\nin Carbohydrate Derivatives","volume":"118","author":"Dimakos","year":"2018","journal-title":"Chem. Rev."},{"issue":"15","key":"2026091510082291000_cit96","doi-asserted-by":"publisher","first-page":"6052","DOI":"10.1021\/acs.orglett.1c02116","article-title":"Catalytic Site-Selective Carbamoylation\nof Pyranosides","volume":"23","author":"Alsarraf","year":"2021","journal-title":"Org. Lett."},{"issue":"22","key":"2026091510082291000_cit97","doi-asserted-by":"publisher","first-page":"10362","DOI":"10.1021\/jo302084a","article-title":"Synthesis and Reactivity\nof N-Alkyl Carbamoylimidazoles: Development of N-Methyl Carbamoylimidazole as a Methyl Isocyanate Equivalent","volume":"77","author":"Duspara","year":"2012","journal-title":"J. Org. Chem."},{"issue":"17","key":"2026091510082291000_cit98","doi-asserted-by":"publisher","first-page":"11329","DOI":"10.1021\/acs.joc.2c00803","article-title":"N-Alkyl Carbamoylimidazoles as Isocyanate\nEquivalents: Exploration of the Reaction Scope for the Synthesis of\nUreas, Hydantoins, Carbamates, Thiocarbamates, and Oxazolidinones","volume":"87","author":"Bansagi","year":"2022","journal-title":"J. Org. Chem."},{"issue":"11","key":"2026091510082291000_cit99","doi-asserted-by":"publisher","first-page":"2814","DOI":"10.1021\/ol301009d","article-title":"Unprecedented \u201cIn Water\u201d Imidazole Carbonylation:\nParadigm Shift for Preparation of Urea and Carbamate","volume":"14","author":"Padiya","year":"2012","journal-title":"Org. Lett."},{"issue":"14","key":"2026091510082291000_cit100","doi-asserted-by":"publisher","first-page":"3553","DOI":"10.1039\/D3QO00607G","article-title":"Site-selective carbamoylation\nof carbohydrates catalyzed by SnCl2\/Me2SnCl2 leading to complementary selectivity","volume":"10","author":"Guo","year":"2023","journal-title":"Org. Chem. Front."},{"issue":"27","key":"2026091510082291000_cit101","doi-asserted-by":"publisher","first-page":"8769","DOI":"10.1021\/ja801177s","article-title":"Acyl Group Migration\nand Cleavage in Selectively Protected \u03b2-D-Galactopyranosides\nas Studied by NMR Spectroscopy and Kinetic Calculations","volume":"130","author":"Roslund","year":"2008","journal-title":"J. Am. Chem. Soc."},{"issue":"34","key":"2026091510082291000_cit102","doi-asserted-by":"publisher","DOI":"10.1002\/chem.202200499","article-title":"Acyl Group Migration in Pyranosides\nas Studied by Experimental and Computational Methods","volume":"28","author":"Lassfolk","year":"2022","journal-title":"Chem. Eur. J."},{"issue":"43","key":"2026091510082291000_cit103","doi-asserted-by":"publisher","DOI":"10.1002\/chem.202301489","article-title":"Mechanism of Acyl Group Migration\nin Carbohydrates","volume":"29","author":"Lassfolk","year":"2023","journal-title":"Chem. Eur. J."},{"issue":"2","key":"2026091510082291000_cit104","doi-asserted-by":"publisher","first-page":"239","DOI":"10.1016\/S0008-6215(00)81811-X","article-title":"Synthesis\nof methyl 3-O- and 2-O-carbamoyl-\u03b1-D-mannopyranosides and carbamoyl-group migration between them","volume":"30","author":"Omoto","year":"1973","journal-title":"Carbohydr. Res."},{"issue":"19","key":"2026091510082291000_cit105","doi-asserted-by":"publisher","first-page":"5321","DOI":"10.1021\/ja01576a071","article-title":"Carbamyl migration\nand isonovobiocin","volume":"79","author":"Hinman","year":"1957","journal-title":"J. Am. Chem. Soc."}],"container-title":["ACS Omega"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/pubs.acs.org\/doi\/pdf\/10.1021\/acsomega.6c01698","content-type":"application\/pdf","content-version":"vor","intended-application":"unspecified"},{"URL":"https:\/\/pubs.acs.org\/acsodf\/article-pdf\/11\/36\/53613\/68242791\/acsomega.6c01698.pdf","content-type":"application\/pdf","content-version":"vor","intended-application":"syndication"},{"URL":"https:\/\/pubs.acs.org\/acsodf\/article-pdf\/11\/36\/53613\/68242791\/acsomega.6c01698.pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2026,9,15]],"date-time":"2026-09-15T14:49:57Z","timestamp":1789483797000},"score":1,"resource":{"primary":{"URL":"https:\/\/pubs.acs.org\/acsodf\/article\/11\/36\/53613\/5408978\/Carbamate-Bearing-Carbohydrates-Natural-Occurrence"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2026,9,2]]},"references-count":105,"journal-issue":{"issue":"36","published-online":{"date-parts":[[2026,9,2]]},"published-print":{"date-parts":[[2026,9,15]]}},"URL":"https:\/\/doi.org\/10.1021\/acsomega.6c01698","relation":{},"ISSN":["2470-1343"],"issn-type":[{"value":"2470-1343","type":"electronic"}],"subject":[],"published":{"date-parts":[[2026,9,2]]}}}