ArticleChemistry & biology2010
Synthetic UDP-furanoses as potent inhibitors of mycobacterial galactan biogenesis.
Article in Chemistry & biology, 2010. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 15 papers.
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Who cites it
15 citing papers in PubMed, 48 citations in OpenAlex.
- Contribution of Proteins to Membrane and Cell Wall Structures in Mycobacterium tuberculosis.Advances in experimental medicine and biology · 2026Review
- Biosynthesis of Galactan inAntibiotics (Basel, Switzerland) · 2020Review
- Potential Inhibitors of Galactofuranosyltransferase 2 (GlfT2): Molecular Docking, 3D-QSAR, and In Silico ADMETox Studies.Scientific reports · 2019Article
- The LPG1x family from Leishmania major is constituted of rare eukaryotic galactofuranosyltransferases with unprecedented catalytic properties.Scientific reports · 2018Article
- Mycobacterial cell wall biosynthesis: a multifaceted antibiotic target.Parasitology · 2018Review
- Identification of eukaryotic UDP-galactopyranose mutase inhibitors using the ThermoFAD assay.Biochemical and biophysical research communications · 2017Article
- Identification of Aspergillus fumigatus UDP-Galactopyranose Mutase Inhibitors.Scientific reports · 2017Article
- Comparing Galactan Biosynthesis inThe Journal of biological chemistry · 2017Article
- Synthesis and Evaluation of Bicyclo[3.1.0]hexane-Based UDP-Galf Analogues as Inhibitors of the Mycobacterial Galactofuranosyltransferase GlfT2.Molecules (Basel, Switzerland) · 2016Article
- Twenty Years of Mycobacterial Glycans: Furanosides and Beyond.Accounts of chemical research · 2016Article
- Isoprenoid phosphonophosphates as glycosyltransferase acceptor substrates.Journal of the American Chemical Society · 2014Article
- Alkyl galactofuranosides strongly interact with Leishmania donovani membrane and provide antileishmanial activity.Antimicrobial agents and chemotherapy · 2014Article
- Fluorosugar chain termination agents as probes of the sequence specificity of a carbohydrate polymerase.Journal of the American Chemical Society · 2012Article
- Nucleophilic participation of reduced flavin coenzyme in mechanism of UDP-galactopyranose mutase.The Journal of biological chemistry · 2012Article
- Studies on the substrate specificity of a GDP-mannose pyrophosphorylase from Salmonella enterica.Beilstein journal of organic chemistry · 2012Article
Corrections and comments
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Authors and funding
13 authors at 4 institutions in 4 countries.
Funding
Abstract
UDP-galactofuranose (UDP-Galf) is a substrate for two types of enzymes, UDP-galactopyranose mutase and galactofuranosyltransferases, which are present in many pathogenic organisms but absent from mammals. In particular, these enzymes are involved in the biosynthesis of cell wall galactan, a polymer essential for the survival of the causative agent of tuberculosis, Mycobacterium tuberculosis. We describe here the synthesis of derivatives of UDP-Galf modified at C-5 and C-6 using a chemoenzymatic route. In cell-free assays, these compounds prevented the formation of mycobacterial galactan, via the production of short "dead-end" intermediates resulting from their incorporation into the growing oligosaccharide chain. Modified UDP-furanoses thus constitute novel probes for the study of the two classes of enzymes involved in mycobacterial galactan assembly, and studies with these compounds may ultimately facilitate the future development of new therapeutic agents against tuberculosis.
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Registered trials
Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.