PMID- 17979816 OWN - NLM STAT- MEDLINE DCOM- 20080103 LR - 20190911 IS - 0929-8665 (Print) IS - 0929-8665 (Linking) VI - 14 IP - 8 DP - 2007 TI - Structural characterization of eight cyclic lipopeptides produced by Bacillus subtilis HSO121. PG - 766-73 AB - Lipopeptides are amphiphilic compounds which contain both hydrophobic fatty acid moieties and amphiphilic peptide moieties. From the cell-free broth of Bacillus subtilis HSO121, eight cyclic lipopeptides were isolated by reversed-phase high performance liquid chromatography (RP-HPLC). The peptide part of each lipopeptide was elucidated according to electrospray ionization quadruple-time-of-flight mass spectrometry (ESI Q-TOF MS) and the fatty acid part was analyzed by electroionization gas chromatography/mass spectrometry (EI GC/MS). It showed that fractions 1-8 had molecular masses of 1007, 1021, 1021, 1035, 1035, 1035, 1063, and 1049, respectively. Analysis of hydrolyzed lipopeptides revealed that they had invariant amino acid compositions. The differences in molecular weights represent changes in the number of methylene groups and different types of branched chains in fatty acids. Peptide sequences of two of the eight lipopeptides appeared to be N-Asp-Leu-Leu-Val-Glu-Leu-Leu-C, which was different from previously reported lipopeptides. The remaining six had an identical peptide sequence of N-Glu-Leu-Leu-Val-Asp-Leu-Leu-C. The fatty acid parts were found to be mixtures of iso C(12), iso C(13), anteiso C(13), iso C(14), n C(14), iso C(15), anteiso C(15), n C(15), anteiso C(16) and anteiso C(17) beta-hydroxy fatty acids. The structure of each lipopeptide was determined to be the beta-hydroxy fatty acid bonded to the peptide chain. FAU - Liu, Xiangyang AU - Liu X AD - Laboratory for Advanced Materials and Institute of Applied Chemistry, East China University of Science and Technology, Shanghai, China. FAU - Haddad, Namir I A AU - Haddad NI FAU - Yang, Shizhong AU - Yang S FAU - Mu, Bozhong AU - Mu B LA - eng PT - Journal Article PT - Research Support, Non-U.S. Gov't PL - Netherlands TA - Protein Pept Lett JT - Protein and peptide letters JID - 9441434 RN - 0 (Fatty Acids) RN - 0 (Lipoproteins) RN - 0 (Peptides, Cyclic) SB - IM MH - Bacillus subtilis/*metabolism MH - Chromatography, High Pressure Liquid MH - Fatty Acids/chemistry MH - Lipoproteins/biosynthesis/*chemistry MH - Peptides, Cyclic/biosynthesis/*chemistry MH - Spectrometry, Mass, Electrospray Ionization MH - Tandem Mass Spectrometry EDAT- 2007/11/06 09:00 MHDA- 2008/01/04 09:00 CRDT- 2007/11/06 09:00 PHST- 2007/11/06 09:00 [pubmed] PHST- 2008/01/04 09:00 [medline] PHST- 2007/11/06 09:00 [entrez] AID - 10.2174/092986607781483642 [doi] PST - ppublish SO - Protein Pept Lett. 2007;14(8):766-73. doi: 10.2174/092986607781483642.