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Long chain base and Ceramide


DATA No : DLB0001 INFORMANT : Akira Hayashi

NAME : Erythro-octadeca-4E,8E-sphingadienine/ D-Erythro-1.3-dihydroxy-2-amino-trans-4-trans-8-octadecadiene (Ref. 0001/0002/0003)

COMMON NAME: 4,8-sphingadienine
SYMBOL: d18:2 (4,8)
FORMULA: C18H35O2N1 MOL.WT (average) : 297.476


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:

NMR SPECTRA:

MASS SPECTRA:MS of aldehyde obtained by periodate oxidation of the LCB(Ref. 0002); MS of N-acetyl-di-O-TMS LC(Ref. 0002); MS of TMS-polyhydroxy compound obtained by osmium oxidation of N-acetyl-LCB(Ref. 0002/0005); MS of TMS deriv. of methylated, hydroxylated DNP-LCB(Ref. 0003).

OTHER SPECTRA:
CHROMATOGRAM DATA

SOURCE
Glycolipids of oyster (Ostrea gigas) (Ref. 0001/0002); N-methyl aminoethyl phosphonyl trigalactoside obtained from the shellfish, Turbo cornutus (15.6%) (Ref. 0009); Five sphingoglycolipids obtained from the Shellfish, Turbo Cornutus (8.8-16.9%) (Ref. 0010); Ceramide aminoethyl phosphonate of Sea star, Metridium senile (Ref. 0003); Cerebroside of dimorphic human pathogen, Candida albicans(Ref. 0004); Ceramide aminoethylphosphonateof oyster (adductor muscle 19.3%, gills 30.7%, mantle 29.0%,viscera 52.3%) (Ref. 0005);Sphingophosphonolipids in 8 kinds of shellfish (11.7-52.3%) (Ref. 0006); Aminoalkylphosphonylcerebroside isolated from the muscle part (11.3%) (Ref. 0007) and the visceral part (15.6%) (Ref. 0009) of Turbo cornutus; Five kinds of Gala-6 series sphingoglycolipids of marine snail, Chlorostoma argyrostoma turbinatum (16.9-32.7%) (Ref. 0011).
CHEMICAL SYNTHESIS

METABOLISM

GENETIC INFORMATION

NOTE

REFERENCES
[0001]
AUTHOR:Hayashi, A. and Matsubara, T.
TITLE:On the occurrence of sphinga-4,8-dienine in oyster glycolipid. PubMed ID:4313695
JOURNAL:Biochim. Biophys. Acta
VOL:202 PAGE : 228 -230 (1970)
[TOP]

[0002]
AUTHOR:Hayashi, A. and Matsubara. T.
TITLE:Determination of the structure of sphinga-4,8-dienine from oyster glycolipids by gas chromatography and mass spectrometry. PubMed ID:4331787
JOURNAL:Biochim. Biophys. Acta
VOL:248 PAGE : 306 -314 (1971)
[TOP]

[0003]
AUTHOR:Karlsson, K.-A.
TITLE:On the chemistry and occurrence of sphingolipid long-chain bases. PubMed ID:4394487
JOURNAL:Chem. Phys. Lipids
VOL:5 PAGE : 6 -43 (1970)
[TOP]

[0004]
AUTHOR:Matsubara, T., Hayashi, A., Banno, Y., Morita, T., and Nozawa, Y.
TITLE:Cerebroside of the dimorphic human pathogen, Candida albicans PubMed ID:3555875
JOURNAL:Chem Phys Lipids.
VOL:43 PAGE : 1-12 (1987)
[TOP]

[0005]
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]

[0006]
AUTHOR:Matsubara, T.
TITLE:Distribution of the dienic long chain bases in shellfish sphingophosphonolipids.
JOURNAL:Chem. Phys. Lipids
VOL:14 PAGE : 247 -259 (1975)
[TOP]

[0007]
AUTHOR:Hayashi, A. and Matsuura, F.
TITLE:Characterization of aminoalkylphophonyl cerebrosides in muscle tissue of Turbo cornutus. PubMed ID:699219
JOURNAL:Chem. Phys. Lipids
VOL:22 PAGE : 9 -23 (1978)
[TOP]

[0009]
AUTHOR:Hayashi, A. and Matsubara, T.
TITLE:A new homologue of phosphonosphingolipid, N-methylaminoethyl-phosphonyltrigalactosylceramide.
JOURNAL:Biochim. Biophys. Acta
VOL:1006 PAGE : 89 -96 (1989)
[TOP]

[0010]
AUTHOR:Matsubara, T., and Hayashi, A.
TITLE:Structural studies on glycolipid of shellfish. III. Novel glycolipids from Turbo cornutus PubMed ID:6263873
JOURNAL:J Biochem (Tokyo).
VOL:89 PAGE : 645-650 (1981)
[TOP]

[0011]
AUTHOR:Matsubara, T., and Hayashi, A.
TITLE:Structural studies on glycolipids of shellfish. V. Gala-6 series glycosphingolipids of the marine snail, Chlorostoma argyrostoma turbinatum PubMed ID:3011773
JOURNAL:J Biochem (Tokyo).
VOL:99 PAGE : 1401-1408 (1986)
[TOP]

Last updated June 19, 2007. Copyright © 1989-2007 Japanese Conference on the Biochemistry of Lipids (JCBL). All rights reserved.