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Long chain base and Ceramide


DATA No : DLB0017 INFORMANT : Akira Hayashi

NAME : Hexadeca-X-4-sphingenine/ D-Erythro-1,3-dihydroxy-2-amino-trans-4-hexadecene (Ref. 0016)

COMMON NAME:
SYMBOL: d16:1(4)
FORMULA: C16H33O2N1 MOL.WT (average) : 271.439


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:Ei/MS of N-acetyl-O-TMS derivative (Ref. 0031); EI/MS of O-TMS derivative (Ref. 0030).

OTHER SPECTRA:
CHROMATOGRAM DATA

SOURCE
Sphingomyelin of cow milk(21.0 mole%) (Ref. 0016); Sphingomyelin fo human serum (Ref. 0022); Mild alkali stable lipids of larvae of house fly, Musca domestica (23%) (Ref. 0019); Sphingolipids of atherosclerotic human aorta (Ref. 0017); Sphingomyelin of human plasma(Ref. 0014/0020); Vental cord of Procambarus clark II (crawfish) ; Ceramide aminoethylphosphonate isolated from the oyster(adductor muscle 75.9%, gills 18.4%, mantle 20.4%, viscera 10.8%)(Ref. 0005); Five kinds of glycolipids from Turbo cornutus (9.7-23.2%) (Ref. 0010); Aminoalkylphosphonyl cerebroside isolated from the viscera of Turbo cornutus (2.7%) (Ref. 0008); Aminoalkylphosphonyl cerebroside of the muscle of Turbo cornutus (5.3%) (Ref. 0007); Sphingophosphonolipid obtained from 8 kinds of shellfish (Ref. 0006); Sphingolipids of Barnea dilatata (cerebroside 20.7%, ceramide aminoethylphosphonate 5.1%) (Ref. 0003); five kinds of Gala-6 series sphingoglycolipids (1.9-5.0%) (Ref. 0011); N-methylaminoethyl trigalactosylceramide of Turbo cornutus (6.0%) (Ref. 0009).
CHEMICAL SYNTHESIS

METABOLISM

GENETIC INFORMATION

NOTE

REFERENCES
[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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[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]

[0008]
AUTHOR:Matsuura, F.
TITLE:Phosphonosphingoglycolipid, a novel sphingolipid from the viscera of Turbo cornutus. PubMed ID:890866
JOURNAL:Chem. Phys. Lipids
VOL:19 PAGE : 223 -242 (1977)
[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]

[0014]
AUTHOR:Polito, A. J., Akita, T., and Sweeley, C. C.
TITLE:Gas chromatography and mass spectrometry of sphingolipid bases. Characterization of sphinga-4,14-dienine from plasma sphingomyelin PubMed ID:5660077
JOURNAL:Biochemistry.
VOL:7 PAGE : 2609-2614 (1968)
[TOP]

[0016]
AUTHOR:Morrison, W. R.
TITLE:Polar lipids in bovine milk. I. Long-chain bases in sphingomyelin PubMed ID:5816447
JOURNAL:Biochim Biophys Acta.
VOL:176 PAGE : 537-546 (1969)
[TOP]

[0017]
AUTHOR:Panganamala, R. V., Geer, J. C., and Cornwell, D. G.
TITLE:Long-chain bases in the sphingolipids of atherosclerotic human aorta PubMed ID:4307832
JOURNAL:J Lipid Res.
VOL:10 PAGE : 445-455 (1969)
[TOP]

[0019]
AUTHOR:Bieber, L. L., O'Connor, J. D., and Sweeley, C. C.
TITLE:The occurrence of tetradecasphing-4-enine and hexadecasphing-4-enine as the principal sphingosines of Musca domestica larvae and adults PubMed ID:5811205
JOURNAL:Biochim Biophys Acta.
VOL:187 PAGE : 157-159 (1969)
[TOP]

[0020]
AUTHOR:Karlsson, K.-A.
TITLE:Studies on sphingosines. 6. C16- and C17-sphingosines, hitherto unknown sphingosines.
JOURNAL:Acta Chem. Scand.
VOL:18 PAGE : 2395 -2396 (1964)
[TOP]

[0022]
AUTHOR:Hirvisalo, E. L., and Renkonen, O.
TITLE:Composition of human serum sphingomyelins PubMed ID:4312626
JOURNAL:J Lipid Res.
VOL:11 PAGE : 54-59 (1970)
[TOP]

[0030]
AUTHOR:Matsubara, T. and Hayashi, A.
TITLE:Identification of molecular species of ceramide aminoethyl phosphonate from oyster adductor by gas-liquid chromatography-mass spectrometry. PubMed ID:4693503
JOURNAL:Biochim. Biophys. Acta
VOL:296 PAGE : 171 -178 (1973)
[TOP]

[0031]
AUTHOR:Mishima, Y. and Hayashi, A.
TITLE:Studies on sphingolipids of Barnea (Umitakea) dilatata japonica I. Cerebroside and Ceramide aminoethylphosphonate (in Japanene )
JOURNAL: Japan. Oil Chem. Soc. (Yukagaku )
VOL:27 PAGE : 92 -97 (1978)
[TOP]

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