Ala(0)-actagardine, a new lantibiotic from cultures of Actinoplanes liguriae ATCC 31048.
The actagardine-producing strain Actinoplanes liguriae ATCC 31048, forms an additional lantibiotic when it is cultured on mannitol and soya meal. The new compound, Ala(0)-actagardine (1), has been isolated by solid-phase extraction followed by a two-step chromatographic separation. The molecular formula of 1 is C84H129N21O25S4. Its chemical structure was determined by 2D-NMR analysis and was further confirmed by an amino acid analysis, Edman degradation, and partial synthesis from actagardine. 1 exhibits a slightly higher biological activity than the parent compound actagardine. The synthetic analogs Lys(0)-actagardine (2) and Ile(0)-actagardine (3) demonstrate also antibacterial activities and emphasize the importance of the N-terminus for further derivatization.
Vértesy
L
L
Hoechst Marion Roussel Deutschland GmbH, Frankfurt, Germany.
Aretz
W
W
Bonnefoy
A
A
Ehlers
E
E
Kurz
M
M
Markus
A
A
Schiell
M
M
Vogel
M
M
Wink
J
J
Kogler
H
H
D000192:Actinomycetales / Q000378:metabolism*; D000595:Amino Acid Sequence; D000900:Anti-Bacterial Agents / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology*; D001430:Bacteriocins; D005285:Fermentation; D009682:Magnetic Resonance Spectroscopy; D008826:Microbial Sensitivity Tests; D008969:Molecular Sequence Data; D010455:Peptides; D013329:Structure-Activity Relationship
C401261:Ala(0)-actagardine; D000900:Anti-Bacterial Agents; D001430:Bacteriocins; D010455:Peptides; C012993:gardimycin