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Eicosanoid


DATA No : XPR3501 INFORMANT : Shouzo Yamamoto

NAME : 5(S)-Hydroxy-6(R)-S-glutamylcysteinyleicosa-7(E),9(E),11(Z),14(Z)-tetraenoic acid

COMMON NAME: LEUKOTRIENE F4
SYMBOL: LTF4
FORMULA: C28H44O8N2S1 MOL.WT (average) : 568.724


Download ChemDraw structure data
BIOLOGICAL ACTIVITY

PHYSICAL AND CHEMICAL PROPERTIES
MELTING POINT:

BOILING POINT:

REFRACTIVE INDEX:

OPTICAL ROTATION:

DENSITY:

SOLUBILITY:
SPECTRAL DATA
UV SPECTRA:l = 270sh, 280(e 40000), 290sh nm (Ref. 1064)

IR SPECTRA:N-TRIFLUOROACETYL METHYL ESTER ; n 3300, 1720, 1650, 1200, 985cm-1 (Ref. 1065)

NMR SPECTRA:N-TRIFLUOROACETYL METHYL ESTER ; 1H-NMR(CDCl3) : d 6.9-5.2(m, 8H), 5.0-4.5(m, 2H), 3.8-3.6(m, 1H, 5-CH), 3.79(s, 3H, OCH3), 3.76(s, 3H, OCH3), 3.67(s, 3H, OCH3), 3.6-3.3(m, 1H, 6-CH), 3.1-2.7(m, 4H), 0.9(t, J=7Hz, 3H, 20-CH3) (Ref. 1065)

MASS SPECTRA:N-TRIFLUOROACETYL METHYL ESTER ; 701(M+), 688, 675, 674, 662, 657, 649, 648, 578, 550, 465 (Ref. 1065)

OTHER SPECTRA:
CHROMATOGRAM DATA

SOURCE

CHEMICAL SYNTHESIS
(Ref. 1066)
[Table 0001]
METABOLISM
Leukotriene E4 is transformed to leukotriene F4 by g-glultamyltransferase in the presence of glutathione (Ref. 0052).
GENETIC INFORMATION

NOTE

REFERENCES
[0052]
AUTHOR:Hammarstrom,S., Oerning,L., and Bernstroem,K.
TITLE:Metabolism of leukotrienes. PubMed ID:3001504
JOURNAL:Molecular and Cellular Biochemistry
VOL:69 PAGE : 7 -16 (1985)
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[1064]
AUTHOR:Denis, D., Charleson, S., Rackham, A., Jones, T. R., Ford-Hutchinson, A. W., Lord, A., Cirino, M., Girard, Y., Larue, M., and Rokach, J.
TITLE:Synthesis and biological activities of leukotriene F4 and leukotriene F4 sulfone PubMed ID:6300970
JOURNAL:Prostaglandins.
VOL:24 PAGE : 801-814 (1982)
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[1065]
AUTHOR:Okuyama, S., Miyamoto, S., Shimoji, K., Konishi, Y., Fukushima, D., Niwa, H., Arai, Y., Toda, M., and Hayashi, M.
TITLE:Structural analogs of leukotrienes C and D avd their contractile activities PubMed ID:7139817
JOURNAL:Chem Pharm Bull (Tokyo).
VOL:30 PAGE : 2453-2462 (1982)
[TOP]

[1066]
AUTHOR:Ellis,F., Mills,L.S., and North,P.C.
TITLE:A Total Synthesis of Leukotriene F4 (LTF4).
JOURNAL:Tetrah. Lett.
VOL:23 PAGE : 3735 -3736 (1982)
[TOP]

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