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Sphingophospholipid


DATA No : PSP8001 INFORMANT : Akira Hayashi

NAME : Ceramide 2-aminoethylphosphonate (Ref. 8001/8003)

COMMON NAME:
SYMBOL: CAEPn
FORMULA: MOL.WT (average) :


Download ChemDraw structure data
BIOLOGICAL ACTIVITY

PHYSICAL AND CHEMICAL PROPERTIES
MELTING POINT:

BOILING POINT:

REFRACTIVE INDEX:

OPTICAL ROTATION:

DENSITY:

SOLUBILITY:
SPECTRAL DATA
UV SPECTRA:

IR SPECTRA:IR of CAEPn, pressed in KBr (Ref. 8004);

NMR SPECTRA:

MASS SPECTRA:GC-MS of TMS-2-aminoethylphosphonic acid and of TMS-ceramides obtained from CAEP (Ref. 8001); GC-MA of TMS-CAEP (long-chain base originated ions and ceramide originated ions) (Ref. 8001); FAB-MS of CAEP (m/z 126 ion, long-chain base ions, ceramide ions and [M+H] + ions in positive ion mode and m/z 124 ion and [M-H]- ions in negative ion mode(Ref. 8002/8003)

OTHER SPECTRA:
CHROMATOGRAM DATA
Silicic acid column chromatography of oyster adductor lipids eluted ceramide aminoethylphosphonate in chloroform-methanol (9:1, v/v) fraction. (Ref. 8001) ; TLC of CAEPn (Ref. 8004); TLC of CAEPn from Turbo cornutus (Ref. 8008)
SOURCE
Oyster visceral tissues (Ref. 8004); Oyster adductor (Ref. 8001); Euhadra hickonis (Ref. 0005); Oyster (Ostrea gigas), adductor (+++), gills (+++), mantle (+++) and viscera (+++) (Ref. 8003/8006/8012/8019) Protozoa , Tetrahymena pyriformis W (+) (Ref. 8006/8010/8019); Protozoa, Tetrahymena pyriformis WH-14(++) (Ref. 8006/8013/8019); Mollusca, Liolophura japonica (++) (Ref. 8006/8012/8019); Mollusca, Tegla lischkei (+) (Ref. 8006/8012/8019); Mollusca, Conomurex luhuanun (+++) (Ref. 8006/8012/8019); Mollusca, Cellanaeucosmia (+++) (Ref. 8006/8012/8019); Mollusca, Mytilus edulis (+++) (Ref. 8006/8012/8019); Mollusca, Hyriopsis schlegelli, Ova (++) (Ref. 8013/8006/8019), spermatozoa (++) (Ref. 8006/8014/8015/8019); Scallop, Hennifes giganteum (+++) (Ref. 8006/8016/8019); Pink abalone, Haliotis corrugata (++) (Ref. 8006/8016/8019); Coelenterata, Anthopleura elegantissima (+++) (Ref. 8006/8017/8019); Coelenterata, Metridium senile (++) (Ref. 8006/8018/8019)
CHEMICAL SYNTHESIS

METABOLISM

GENETIC INFORMATION

NOTE
Fatty acid composition (Ref. 0004/8001/8003); Long-chain base composition (Ref. 8001/8003)
REFERENCES
[8001]
AUTHOR:Matsubara, T., Hayashi, A.
TITLE:Identification of molecular species of ceramide aminoethylphosphonate from oyster adductor by gas-liquid chromatography-mass spectrometry. PubMed ID:4693503
JOURNAL:Biochim. Biophys. Acta
VOL:296 PAGE : 171 -178 (1973)
[TOP]

[8002]
AUTHOR:Matsubara, T., Morita, M., and Hayashi, A.
TITLE:Determination of the presence of ceramide aminoethylphosphonate and ceramide N-methylaminoethylphosphonate in marine animals by fast atom bombardment mass spectrometry PubMed ID:2306479
JOURNAL:Biochim Biophys Acta.
VOL:1042 PAGE : 280-286 (1990)
[TOP]

[8003]
AUTHOR:Matsubara, T.
TITLE:The structure and distribution of ceramide aminoethylphosphonates in the oyster (Ostrea gigas). PubMed ID:1137715
JOURNAL:Biochim. Biophys. Acta
VOL:388 PAGE : 353 -360 (1975)
[TOP]

[8004]
AUTHOR:Hayashi, A., Matsubara, T., and Mishima, Y.
TITLE:Biochemical studies on marine shellfish lipid. III. Occurrence of ceramide aminoethylphosphonate in sphingolipids of oyster viscera.
JOURNAL:J. Fac. Sci. Tech. Kinki Univ.
VOL:2 PAGE : 39 -51 (1967)
[TOP]

[8005]
AUTHOR:Kishine, H., Aritomi, Y., Hayashi, A.
TITLE:Sphingolipids of Euhadra hickonis. I. Ceramide monohexoside and sphingophosphonolipids of viscera. (in Japanese).
JOURNAL:J. Jpn. Oil Chem. Soc.
VOL:45 PAGE : 839 -847 (1996)
[TOP]

[8006]
AUTHOR:Hori, T., and Sugita, M.
TITLE:Sphingolipids in lower animals PubMed ID:8415797
JOURNAL:Prog Lipid Res.
VOL:32 PAGE : 25-45 (1993)
[TOP]

[8008]
AUTHOR:Hayashi, A., and Matsuura, F.
TITLE:2-Hydroxy fatty acid and phytosphingosine containing ceramide 2-N-methylaminoethylphosphonate from Turbo cornutus.
JOURNAL:Chem. Phys. Lipids
VOL:10 PAGE : 51 -65 (1973)
[TOP]

[8010]
AUTHOR:Viswanathan, C. V., and Rosenberg, H.
TITLE:Isolation of ceramide-monomethylaminoethylphosphonate from the lipids of Tetrahymena pyriformis W PubMed ID:9704077
JOURNAL:J Lipid Res.
VOL:14 PAGE : 327-330 (1973)
[TOP]

[8012]
AUTHOR:Matsubara, T.
TITLE:Distribution of the dienic long chain base in shellfish sphingophosphonolipids.
JOURNAL:Chem. Phys. Lipids
VOL:14 PAGE : 247 -259 (1975)
[TOP]

[8013]
AUTHOR:Hori, T., Sugita, M., Kanbayashi, J., and Itasaka, O.
TITLE:Isolation and characterization of ceramide 2-aminoethylphosphonate from ova of the fresh-water bivalve, Hyriopsis schlegelli (in Japanese).
JOURNAL:J. Jpn. Oil Chem. Soc. (YUKAGAKU)
VOL:24 PAGE : 181 -184 (1975)
[TOP]

[8014]
AUTHOR:Higashi, S., and Hori, T.
TITLE:Studies on sphingolipids of fresh-water mussel spermatozoa PubMed ID:5656825
JOURNAL:Biochim Biophys Acta.
VOL:152 PAGE : 568-575 (1968)
[TOP]

[8015]
AUTHOR:Itasaka, O., Sugita, M., Hori, T., Takahashi, F., and Sasahara, K.
TITLE:High performance liquid chromatography of sphingolipids of shellfish (in Japanese).
JOURNAL:Proc. Jpn. Conf. Biochem. Lipids
VOL:21 PAGE : 62 -65 (1979)
[TOP]

[8016]
AUTHOR:Simon, G., and Rouser, G.
TITLE:Species variations in phospholipid class distribution of organs : II Heart and skeletal muscle. PubMed ID:5367945
JOURNAL:Lipids
VOL:4 PAGE : 607 -614 (1969)
[TOP]

[8017]
AUTHOR:Simon, G., and Rouser, G.
TITLE:Phospholipids of the sea anemone: Quantitative distribution; Absence of carbon-phosphorus linkage in glycerol phospholipids ; Structural elucidation of ceramide aminoethylphosphonate.
JOURNAL:Lipids
VOL:2 PAGE : 55 -59 (1966)
[TOP]

[8018]
AUTHOR:Karlsson, K. A., and Samuelsson, B. E.
TITLE:The structure of ceramide aminoethylphosphonate from the sea anemone, Metridium senile PubMed ID:4154778
JOURNAL:Biochim Biophys Acta.
VOL:337 PAGE : 204-213 (1974)
[TOP]

[8019]
AUTHOR:Hori, T., Horiguchi, M., and Hayashi, A. (1984) Biochemistry of natural C-P compounds, pp. 133 -144, Maruzen, Kyoto
TITLE:
JOURNAL:
VOL: PAGE : - ()
[TOP]

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