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

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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)

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[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)

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[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)

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[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)

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[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)

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[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)

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[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)

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[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)

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[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)

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[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)

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