1986 Volume 39 Issue 6 Pages 745-754
Plipastatins, new inhibitors of phospholipase A2, were produced by a strain classified as Bacillus cereus BMG302-fF67. The plipastatins are a family of acylated decapeptides which differ from each other by amino acid composition and the nature of the fatty acid side chain. The fatty acids have been shown to be 3(R)-hydroxyhexadecanoic acid (n-C16h3) and 14(S)-methyl-3(R)-hydroxyhexadecanoic acid (a-C16h3) by mass, NMR and optical rotation. Amino acid sequence analysis by secondary ion mass spectrometry and additional physico-chemical evidence indicate that the structures of plipastatinic acids, the lactone-opened peptides are as follows:β-Hydroxy fatty acid→L→Glu→D-Orn→L→Tyr→D-allo→Thr→L-Glu→D-Ala(Val)→L-Pro→L-Gln→D-Tyr→L-Ile-OH.