Identification of (S)-11-cycloheptyl-4-methylundecanoic acid in acylphosphatidylglycerol from Alicyclobacillus acidoterrestris.
A method is described for the identification of molecular species of acylphosphatidylglycerols containing a branched cyclo fatty acid ((S)-11-cycloheptyl-4-methylundecanoic acid; brc19:0) from Alicyclobacillus acidoterrestris and its identification as picolinyl ester by means of GC-MS. The combination of TLC, negative RP-HPLC-ESI-MS/MS, enzymatic hydrolysis, and GC-MS was used to identify unusual molecular species of acylphosphatidylglycerols with cyclic and branched FA. The acid, brc19:0, was also synthesized to unambiguously confirm its structure. According to feeding experiments with (13)C-labeled propionate, the C(3) internal unit (branched methyl) of brc19:0 is assembled from propionate and not from methionine.
Rezanka
Tomás
T
Institute of Microbiology, Academy of Sciences of the Czech Republic, Vídenská 1083, Prague, Czech Republic. rezanka@biomed.cas.cz
Siristova
Lucie
L
Melzoch
Karel
K
Sigler
Karel
K
D001419:Bacteria / Q000737:chemistry*; D002855:Chromatography, Thin Layer; D003508:Cycloheptanes / Q000138:chemical synthesis / Q000737:chemistry* / Q000302:isolation & purification; D005227:Fatty Acids / Q000138:chemical synthesis / Q000737:chemistry* / Q000302:isolation & purification; D008401:Gas Chromatography-Mass Spectrometry; D010712:Phosphatidic Acids / Q000737:chemistry*
C542353:(S)-11-cycloheptyl-4-methylundecanoic acid; D003508:Cycloheptanes; D005227:Fatty Acids; D010712:Phosphatidic Acids; C021745:semilysobisphosphatidic acid