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Long chain base and Ceramide


DATA No : DLB0039 INFORMANT : Akira Hayashi

NAME : D-ribo-1, 3, 4-trihydroxy-2-aminooctadecane / 4D-hydroxysphinganine (Ref. 0052)

COMMON NAME: phytosphingosine
SYMBOL: t18:0
FORMULA: C18H39O3N1 MOL.WT (average) : 317.507


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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:EI-MS of TMS-derivative (Ref. 0021)

OTHER SPECTRA:
CHROMATOGRAM DATA

SOURCE
Main component of sphingomyelin from ox kidney (Ref. 0003); ox kidney cerebroside (53%) (Ref. 0018); Cerebroside of a sea cucumber (Ref. 0051); N-Methylaminoethylphosphonyl trigalactosyl ceramide (7.1%) (Ref. 0009); Sphingomyelin of medulla and cortex of ox kidney (Ref. 0049); Ceramide 2-N-methylaminoethylphosphonate of Turbo cornutus (Ref. 0050); Aminoalkylphosphonyl cerebroside of muscle part of Turbo cornutus (Ref. 0007); N-methylaminoethylphosphonyl galactosyl ceramide (Ref. 0008); Mild alkali stable lipids of yeast, Hansenula ciferrii (8%) (Ref. 0021); Human and ox sphingolipids (Ref. 0056); Ceramide of human and animal hair and Cerebroside of human kidney (Ref. 0054)
CHEMICAL SYNTHESIS
(Ref. 0053)
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)
[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]

[0018]
AUTHOR:Carter, H. E., and Hirschberg, C. B.
TITLE:Phytosphingosines and branched sphingosines in kidney PubMed ID:5660054
JOURNAL:Biochemistry.
VOL:7 PAGE : 2296-2300 (1968)
[TOP]

[0021]
AUTHOR:Karlsson, K.-A.
TITLE:Studies on sphingosines. II. The chemical structure of phytosphingosine of human origin and a note on the lipid composition of the yeast Hansenula ciferrii. PubMed ID:5964492
JOURNAL:Acta Chem. Scand.
VOL:20 PAGE : 2884 -2885 (1966)
[TOP]

[0049]
AUTHOR:Morrison, W. R.
TITLE:Long-chain bases in the sphingolipids of bovine milk and kidney, rumen bacteria, rumen protozoa, hay and concentrate PubMed ID:4737329
JOURNAL:Biochim Biophys Acta.
VOL:316 PAGE : 98-107 (1973)
[TOP]

[0050]
AUTHOR:Hayashi, A. and Matsuura, F.
TITLE:2-Hydroxy fatty acid and phytosphingosine-containing ceramide 2-N-methyl-aminoethylphosphonate from Turbo cornutus
JOURNAL: Chem. Phys. Lipids
VOL:10 PAGE : 51 -65 (1973)
[TOP]

[0051]
AUTHOR:Hayashi, A., Chen, H.-C., and Shiono, H.
TITLE:Studies on sterol sulfate, sterol glycoside and cerebroside of sea-cucumber , Stichopus japonicus ( in Japanese)
JOURNAL:J. Fac. Sci. Tech., Kinki Univ.
VOL:26 PAGE : 73 -85 (1990)
[TOP]

[0052]
AUTHOR:Carter, H. E., and Hendrickson, H. S.
TITLE:Biochemistry of the sphingolipids. XV. Structure of phytosphingosine and dehydrophytospingosine PubMed ID:14018956
JOURNAL:Biochemistry.
VOL:2 PAGE : 389-393 (1963)
[TOP]

[0053]
AUTHOR:Gigg, J., and Gigg, R.
TITLE:A synthesis of phytosphingosines from D-galactose
JOURNAL: J. Chem. Soc. (C)
VOL: PAGE : 1876 -1879 (1966)
[TOP]

[0054]
AUTHOR:Karlsson, K.-A
TITLE:Studies on sphingosines 7. The existence of C18- and C20-phytosphingosine in animal tissues
JOURNAL: Acta Chem. Scand.
VOL:18 PAGE : 2397 -2398 (1964)
[TOP]

[0056]
AUTHOR:Karlsson, K.-A., Samuelsson, B.E., and Steen, G.O.
TITLE:Structure and function of sphingolipids 1. Differences in sphingolipid long-chain base pattern between kidney cortex, medulla and papillae. PubMed ID:5727637
JOURNAL: Acta Chem. Scand.
VOL:22 PAGE : 1361 -1363 (1968)
[TOP]

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