title: The Synthesis of L-aminosugar and the studies of L-pyranoses on the ring III of pyranmycins.
abstract: The synthesis of a novel class of aminoglycoside, pyranmycin, and a convenient method for the preparation of 6-amino-L-idopyranosides were reported. One of the members in the reported pyranmycin families, TC010, has prominent activity against Escherichia coli, Staphylococcus aureus, and Bacillus megaterium. We also discovered that the (4)C(1) chair conformation on ring III of pyranmycin is essential for the antibacterial activity. [reaction: see text]
authors.affiliation: Department of Chemistry and Biochemistry, Utah State University, 0300 Old Main Hill, Logan, UT 84322-0300, USA.
authors.forename: Jinhua
authors.initials: J
authors.lastname: Wang
authors.forename: Jie
authors.initials: J
authors.lastname: Li
authors.forename: David
authors.initials: D
authors.lastname: Tuttle
authors.forename: Jon Y
authors.initials: JY
authors.lastname: Takemoto
authors.forename: Cheng-Wei Tom
authors.initials: CW
authors.lastname: Chang
mesh_terms: D000606:Amino Sugars / Q000138:chemical synthesis / Q000737:chemistry*; D000617:Aminoglycosides / Q000138:chemical synthesis* / Q000737:chemistry; D002236:Carbohydrate Conformation; D002240:Carbohydrate Sequence; D008969:Molecular Sequence Data; D011753:Pyrones / Q000737:chemistry*; D014312:Trisaccharides / Q000737:chemistry
chemical_list: D000606:Amino Sugars; D000617:Aminoglycosides; D011753:Pyrones; D014312:Trisaccharides