Kurstakins: a new class of lipopeptides isolated from Bacillus thuringiensis.
A novel class of lipopeptides was isolated from Bacillus thuringiensis kurstaki HD-1. Four compounds (1-4) were separated by high-performance liquid chromatography and their primary structures determined using a combination of chemical reactions and mass spectrometry. The four lipopeptides were found to have the same amino acid sequence, Thr-Gly-Ala-Ser-His-Gln-Gln, but different fatty acids. The fatty acyl chain is linked to the N-terminal amino acid residue via an amide bond. Each lipopeptide has a lactone linkage between the carboxyl terminal amino acid and the hydroxyl group in the side chain of the serine residue. Antifungal activity was demonstrated against Stachybotrys charatum.
Hathout
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Y
Department of Chemistry and Biochemistry, University of Maryland, College Park, Maryland 20742, USA. hathout@wam.umd.edu
Ho
Y P
YP
Ryzhov
V
V
Demirev
P
P
Fenselau
C
C
D000596:Amino Acids / Q000032:analysis; D000935:Antifungal Agents / Q000302:isolation & purification* / Q000494:pharmacology*; D001413:Bacillus thuringiensis / Q000737:chemistry*; D002845:Chromatography; D002851:Chromatography, High Pressure Liquid; D005227:Fatty Acids / Q000032:analysis; D006868:Hydrolysis; D008074:Lipoproteins / Q000302:isolation & purification* / Q000494:pharmacology; D013058:Mass Spectrometry; D008826:Microbial Sensitivity Tests; D008970:Molecular Weight; D019032:Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization; D013171:Spores, Bacterial / Q000737:chemistry; D013191:Stachybotrys / Q000187:drug effects
D000596:Amino Acids; D000935:Antifungal Agents; D005227:Fatty Acids; D008074:Lipoproteins