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Fatty acid


DATA No : DFA8138 INFORMANT : Tetsuyuki Kobayashi

NAME : 12-hydroxy-5Z,8Z,10E,14Z-eicosatetraenoic acid

COMMON NAME:
SYMBOL: 12(S)-HETE
FORMULA: C20H32O3 MOL.WT (average) : 320.466


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BIOLOGICAL ACTIVITY
12(S)-HETE enhances tumor cell adhesion to endothelial cells, subendothelial matrix, and fibronectin but not to type IV collagen at the concentration of 0.01mM to 0.1mM (Ref. 8171/8172).
PHYSICAL AND CHEMICAL PROPERTIES
MELTING POINT:

BOILING POINT:

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OPTICAL ROTATION:

DENSITY:

SOLUBILITY:
SPECTRAL DATA
UV SPECTRA:lmax: 237nm e: 27,000

IR SPECTRA:

NMR SPECTRA:

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OTHER SPECTRA:
CHROMATOGRAM DATA

SOURCE

CHEMICAL SYNTHESIS

METABOLISM
12(S)-HETE is a metabolite of arachidonic acid via the 12-lipoxygenase pathway (Ref. 8170).
GENETIC INFORMATION

NOTE

REFERENCES
[8170]
AUTHOR:Hamberg, M. and Samuelsson, B.
TITLE:Prostaglandin endoperoxides. Novel transformations of arachidonic acid in human platelets. PubMed ID:4215079
JOURNAL:Proc. Natl. Acad. Sci. USA
VOL:71 PAGE : 3400 -3404 (1974)
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[8171]
AUTHOR:Grossi, I. M., Fitzgerald, L. A., Umbarger, L. A., Nelson, K. K., Diglio, C. A., Taylor, J. D., and Honn, K. V.
TITLE:Bidirectionalcontrol of membrane expression and/or activation of the tumor cell IRGpIIb/IIIa receptor and tumor cell adhesion by lipoxygenase products of arachidonic acid and linoleic acid PubMed ID:2492204
JOURNAL:Cancer Res.
VOL:49 PAGE : 1029-1037 (1989)
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[8172]
AUTHOR:Honn, K. V., Nelson, K. K., Renaud, C., Bazaz, R., Diglio, C. A., and Timar, J.
TITLE:Fatty acid modulation of tumor cell adhesion to microvessel endothelium and experimental metastasis PubMed ID:1470682
JOURNAL:Prostaglandins.
VOL:44 PAGE : 413-429 (1992)
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Last updated June 19, 2007. Copyright © 1989-2007 Japanese Conference on the Biochemistry of Lipids (JCBL). All rights reserved.