title: The structure of M-GTFI, an inhibitor of glucosyltransferase from S. mutans, and its inhibitory relationship with other sulfate ester-containing inhibitors.
abstract: M-GTFI, an inhibitor of glucosyltransferase from S. mutans was produced by Micromonospora narashinoensis strain No. 731. The isolation procedure for M-GTFI was improved and established for spectroscopic analyses, and some properties of the inhibitor were investigated. The structure of M-GTFI was shown to be trisodium [2-sulphonato-(E)-9-undecenyll-oxacyclotriacont-(E)-3- en-2-one, 16, 18-bis sulphonate. The chemical structure of M-GTFI was therefore similar to that of izumenolide which is a beta-lactamase inhibitor containing sulfate ester groups in its molecule. The inhibitory characteristics of M-GTFI were parallel to that of other inhibitory compounds containing sulphate esters but the spectrum of activity was wider.
authors.affiliation: Pharmaceutical Sciences, Kumamoto University, Japan.
authors.forename: M
authors.initials: M
authors.lastname: Uyeda
authors.forename: H
authors.initials: H
authors.lastname: Oshima
authors.forename: K
authors.initials: K
authors.lastname: Nishi
authors.forename: K
authors.initials: K
authors.lastname: Suzuki
authors.forename: S
authors.initials: S
authors.lastname: Yahara
authors.forename: T
authors.initials: T
authors.lastname: Nohara
authors.forename: M
authors.initials: M
authors.lastname: Shibata
mesh_terms: D000476:Alkanesulfonates / Q000302:isolation & purification* / Q000494:pharmacology; D005964:Glucosyltransferases / Q000037:antagonists & inhibitors*; D006868:Hydrolysis; D007783:Lactones / Q000302:isolation & purification* / Q000494:pharmacology; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D008847:Micromonospora; D013055:Spectrophotometry, Infrared; D013295:Streptococcus mutans / Q000201:enzymology*
chemical_list: D000476:Alkanesulfonates; D007783:Lactones; C059759:(2-sulfonate-9-undecenyl)oxacyclotriacont-3-ene-2-one-16,18-disulfonate; D005964:Glucosyltransferases