@article{oai:shiga-u.repo.nii.ac.jp:00001687,
 author = {堀, 太郎 and 坂田, 綾子 and 青木, 一弘 and 林, 陽 and Dulaney, John T. and 杉田, 陸海},
 issue = {45},
 journal = {滋賀大学教育学部紀要, 自然科学・教育科学},
 month = {Mar},
 note = {Departmental Bulletin Paper, Ceramide　phosphoethanolamine　has　been　found　to　be　the　principal　phosphosphingolipid　in　the　mesogastropodean  snails,　the　dipterous　insects　and　the  periodical　millipede.　The　presence　of　ceramide　phosphoethanolamine　as　a  major　phospholipid　constituent　in　these　organisms　is　unique,　since　it　has　not　been　found,　or　is　present　only　in  trace　amounts　in　other　animals　investigated　so　far.　In　this　paper　we　describe  the　isolation　and　the　structural　characterization　of　ceramide　phosphoethanolamine　from　Lingula　unguis(phylum　Tentaculata,　class　Brachiopoda),　one  of　the　oldest  "living　fossils".　Alkali-stable　lipids(2.7g) prepared　from　the　chloroform-methanol　extracts  of　L.
unguis　were　fractionated　by　two　ion-exchange(QAE-and　DEAE-Sephadex　A-25) column　chromatographic　media  into　three　types　of　fractions,　namely; Type　I : choline-containing　phospholipid　fraction(1.16g); Type II: ethanolamine-containing　phospholipid　fraction(780mg); Type III:serine　and  inositol-containing　phospholipid　fraction(270mg).　The　thin  layer　chromatographic　pattern　of　the　Type　II　fraction　revealed　the　presence　of　three　cornponents(PL-1,　PL-2　and　PL-3)with　positive　reactions　toward　molybdate (phosphate　group) and　ninhydrin(amino　group)spray　reagents.　These　components　were　separated　and　purified　by　silicic　acid (Iatrobeads) column  chromatography　and　their　homogeneities　were　determined　on　thin　layer　plates　developed　with　chloroformmethanol-water (65:25:4,　v/v) and　chloroform-methanol-acetic　acid-water(100;20:12:5,　v/v).　The　yields　were　PL-1,92.1mg; PL-2, 5.9mg; and　PL-3, 15.1mg, respectively.　The　infrared　spectra　of　the　fast-moving　compounds,  PL-1　and　PL-2　were　essentially　identical　to　the　published　spectra　of　ceramide　phosphoethanolamine,　except　for
a  stronger　absorption　around　3300　cm-1  in　PL-2　due　to　a　free　hydroxy　group.　PL-3,　with　a　lower　mobility　on　the  thin　layer　chromatogram,　was　distinguishable　from　the　others　on　the　basis　of　its　infrared　characteristics.　These  characteristics  suggested　that　PL-3　might　be　a　1-alkylglycerophospholipid,　which　may　have　been　formed　by  deacylation　of　1-alkyl-2-acylglycerophospholipid.　Acid　hydrolysis　of　PL-1　and/or　PL-2　with　1　M　HCl　at　100℃  for　2　hr　yielded　both　ethanolamine　and　phosphoethanolamine.　The　latter　was　converted　to　a　trimethylsilyl　derivative　with　bis(trimethylsilyl) acetamide,　and　analyzed　by　gas　chromatography-mass　spectrometry.　Phosphoethano
lamine　was　identified　by　reference　to　the　mass　spectrum　of　the　authentic　compound.　Dephosphorylation　of　three  phospholipids　with　HF　yielded　ceramides　from　both　PL-1　and　PL-2,　and　1-alkylglycerol　from　PL-3.　The　ceramide
　moieties　were　mainly　composed　of　C16:0,　C17:0　and　C18:0　fatty　acids　and　4△-C18:1　sphingoid　for　PL-1, and　2-hydroxy-C16:0, -C17:0　and  -C18:0　acids　and　4,8,10△-C18:3　sphingoid　for　PL-2., 滋賀大学教育学部紀要, 自然科学・教育科学, 第45号, pp.31-42},
 pages = {31--42},
 title = {ミドリシャミセンガイ Lingula unguis (触手動物,腕足綱)のスフィンゴリン脂質はセラミドホスホエタノールアミンである},
 year = {1996}
}