An extract of the chloromonad Heterosigma carterae (Raphidophyceae), c
ultivated in natural seawater, contained a complex mixture of sulfoqui
novosyl diacylglycerols. Palmitoyl (16:0), three isomers of hexadeceno
yl (16:1 cis Delta 9, Delta 11, Delta 13), and eicosapentenoyl (20:5)
were found to be the main fatty acyl substituents. Exact double-bond s
ites were determined by mass spectrometry analysis of the correspondin
g nicotinyl derivatives. Four major sulfoquinovosyl diacylglycerol com
ponents were partially purified and identified as 1-4 by interpretatio
n of their nuclear magnetic resonance and mass spectral data. In addit
ion, complete analysis of the H. carterae sulfoquinovosyl diacylglycer
ols was performed using high-performance liquid chromatography combine
d with electrospray tandem mass spectrometry.