Short communication
Characterization of docosa-4,15-sphingadienine and 4-hydroxy-docosa-15-sphingenine in sphingophosphonolipids from Turbo cornutus by gas chromatographymass spectrometry

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Abstract

In previous papers [1–2], it was reported that sphingophosphonolipids obtained from the viscera of Turbo cornutus consisted of two types of ceramide 2-N-methyl-aminoethylphosphonates, CMAEP-I and CMAEP-II. These sphingophosphonolipids were found to contain uncommon long chain bases, which were identified as C22-sphingadienine in CMAEP-I and C22-dehydrophytosphingosine in CMAEP-II by gas chromatography-mass spectrometric analysis of their corresponding trimethylsilyl derivatives. However, the double bond positions of these two long chain bases remained to be clarified.

In this communication, we wish to report that the structures of these two long chain bases are docosa-4,15-sphingadienine and 4-hydroxy-docosa-15-sphingenine

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    In particular, long-chain sphingadienine 2-aminodocosa-6,17-dien-1,3-diol has never been described as a free base or as a component of polar lipids from natural sources. Related docosa-4,15-sphingadienine and 4-hydroxy-docosa-15-sphingenine have been reported as components in sphingophosphonolipids from the marine gastropod Turbo cornutus [41]. It is noteworthy that recent years have witnessed an ever-increasing interest in the so-called “sphingoid bases” for their role in regulation of physiological and pathological conditions [42].

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Ceramide 2-N-methylaminoethylphosphonates are abbreviated as CMAEP. 1 means the combination of dihydroxy long chain base and normal fatty acid in ceramide moiety, II trihydroxy long chain base and hydroxy fatty acid.

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