Structural determination of lysophosphatidylcholines extracted from marine sponges by fast atom bombardment tandem mass spectrometry.
A series of lysophosphatidylcholines were isolated from the marine sponge Spirastrella abata by reversed-phase high performance liquid chromatography (HPLC) and analyzed by fast atom bombardment mass spectrometry (FAB-MS). Their structural elucidation was carried out with fast atom bombardment tandem mass spectrometry (FAB-MS/MS). The collision-induced dissociation (CID) of protonated and sodiated molecular ions produced diverse product ions via a series of dissociative processes. Because of the positive charge of the amine group at the end of the molecules, charge-remote fragmentation patterns of specific ions, [M + H](+) or [M + Na](+), were very helpful for the identification of product ions which are characteristic for choline and long hydrocarbon chains substituted at the glycerol back bone. Moreover, the CID-MS/MS spectra of sodium adducted molecular ions for lysophosphatidylcholines yielded common characteristic fragment ions for the choline moiety and characteristic ions [M + Na-103](+), [M + Na-85](+) and [M + Na-59](+) in the higher mass region.
Hong
J
J
Hazardous Substance Research Team, Korea Basic Science Institute, Anam 5-Ga, Sungbuk-Ku, Seoul 136-701, Korea. jongki@comp.kbsi.re.kr
Cho
K
K
Kim
Y H
YH
Cheong
C
C
Lee
K S
KS
Jung
J H
JH
D000818:Animals; D008244:Lysophosphatidylcholines / Q000737:chemistry* / Q000302:isolation & purification; D013058:Mass Spectrometry / Q000379:methods; D015394:Molecular Structure; D011161:Porifera / Q000737:chemistry*; D012623:Seawater; D016339:Spectrometry, Mass, Fast Atom Bombardment / Q000379:methods
D008244:Lysophosphatidylcholines