Abstract
Cardiolipin species substituted on O2 of the middle glycerol moiety with α-d-glucopyranosyl, d-alanyl and l-lysyl residues were isolated from different gram-positive bacteria. There respective structures were elucidated by positive and negative mode fast atom bombardment mass spectrometry. The structural heterogeneity due to different fatty acid combinations was documented by up to seven molecular ions. General structural features were derived from diagnostic fragment ions, generated by single cleavage at the phosphodiester moieties in both positive and negative ion mode. A diagnostically important fragment ion for d-alanylcardiolipin was observed in the positive ion mode. It arose from double cleavage of the phosphodiester moieties yielding [NaH(Na) PO4-CH2·CH(OCO·CHNH2·CH3) CH2+]+. The fatty acid combinations in the phosphatidyl and diacylglycerol ions make it possible to recognize whether saturated and unsaturated fatty acids were selectively or randomly distributed on the two positions of the glycerol moieties. Molecular structures of cardiolipins, derived from mass spectrometric experiments, are in full agreement with those, elucidated by classical chemical analyses. —Peter-Katalinic, J., and W. Fischer. α-d-Glucopyranosyl-, d-alanyl- and l-lysylcardiolipin from gram-positive bacteria: analysis by fast atom bombardment mass spectrometry. J. Lipid. Res. 1998. 39: 2286–2292.
Highlights
Cardiolipin species substituted on O2 of the middle glycerol moiety with ␣-D-glucopyranosyl, D-alanyl and Llysyl residues were isolated from different gram-positive bacteria
In the present report we describe negative and positive ion fast atom bombardment mass spectrometry (FAB MS) of the three substituted cardiolipins
The constituent fatty acids were identified in the negative ion mode as carboxylate ions (f , f ) and are listed in Table 1 together with their relative abundance which was determined by GLC
Summary
Cardiolipin species substituted on O2 of the middle glycerol moiety with ␣-D-glucopyranosyl, D-alanyl and Llysyl residues were isolated from different gram-positive bacteria. In the present report we describe negative and positive ion fast atom bombardment mass spectrometry (FAB MS) of the three substituted cardiolipins. The constituent fatty acids were identified in the negative ion mode as carboxylate ions (f , f ) and are listed in Table 1 together with their relative abundance which was determined by GLC
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