The structure of M-GTFI, an inhibitor of glucosyltransferase from S. mutans, and its inhibitory relationship with other sulfate ester-containing inhibitors.
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.
Uyeda
M
M
Pharmaceutical Sciences, Kumamoto University, Japan.
Oshima
H
H
Nishi
K
K
Suzuki
K
K
Yahara
S
S
Nohara
T
T
Shibata
M
M
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*
D000476:Alkanesulfonates; D007783:Lactones; C059759:(2-sulfonate-9-undecenyl)oxacyclotriacont-3-ene-2-one-16,18-disulfonate; D005964:Glucosyltransferases