{"database":"biostudies-literature","file_versions":[],"scores":null,"additional":{"omics_type":["Unknown"],"volume":["90(8)"],"submitter":["Silkenath B"],"pubmed_abstract":["Carba-sugars─carbohydrate mimics in which the ring oxygen is replaced by a methylene group─are carbohydrate analogues of natural or synthetic origin that can have important biological functions. Especially, carba-aminosugars and glycosides containing carba-aminosugars are potent antibiotics. Furthermore, they have been shown to induce the self-cleavage reaction of the <i>glmS</i> riboswitch and thereby inhibit the ability of bacteria to synthesize glucosamine-6-phosphate, which is required to build up the bacterial cell wall. We report the synthesis of a library of 20 carba-glucosamine derivatives with various substituents at the carba-position including amines, alkyl, alkoxy, and aryloxy derivatives, fluorine derivatives, glycosylated derivatives, and a cyclopropane derivative. The compou"],"journal":["The Journal of organic chemistry"],"pagination":["2969-2977"],"full_dataset_link":["https://www.ebi.ac.uk/biostudies/studies/S-EPMC11877516"],"repository":["biostudies-literature"],"pubmed_title":["Diverse Library of 5a-Substituted Carba-Glucosamines."],"pmcid":["PMC11877516"],"pubmed_authors":["Silkenath B","Hartig JS","Wittmann V","Klage D","Eppelin P"],"additional_accession":[]},"is_claimable":false,"name":"Diverse Library of 5a-Substituted Carba-Glucosamines.","description":"Carba-sugars─carbohydrate mimics in which the ring oxygen is replaced by a methylene group─are carbohydrate analogues of natural or synthetic origin that can have important biological functions. Especially, carba-aminosugars and glycosides containing carba-aminosugars are potent antibiotics. Furthermore, they have been shown to induce the self-cleavage reaction of the <i>glmS</i> riboswitch and thereby inhibit the ability of bacteria to synthesize glucosamine-6-phosphate, which is required to build up the bacterial cell wall. We report the synthesis of a library of 20 carba-glucosamine derivatives with various substituents at the carba-position including amines, alkyl, alkoxy, and aryloxy derivatives, fluorine derivatives, glycosylated derivatives, and a cyclopropane derivative. The compou","dates":{"release":"2025-01-01T00:00:00Z","publication":"2025 Feb","modification":"2025-04-18T13:04:02.924Z","creation":"2025-04-06T22:35:03.32Z"},"accession":"S-EPMC11877516","cross_references":{"pubmed":["39954263"],"doi":["10.1021/acs.joc.4c02816"]}}