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Fatty acid


DATA No : DFA8145 INFORMANT : Tetsuyuki Kobayashi

NAME : 12S-hydroxy-5Z,8E,10E-heptadecatrienoic acid

COMMON NAME:
SYMBOL: 12(S)-HHTrE
FORMULA: C17H28O3 MOL.WT (average) : 280.402


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BIOLOGICAL ACTIVITY
At a concentration of 0.5mM 12(S)-HHTrE stimulates prostacyclin production in human endothelial cells (Ref. 8185).
PHYSICAL AND CHEMICAL PROPERTIES
MELTING POINT:

BOILING POINT:

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OPTICAL ROTATION:

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SOLUBILITY:
SPECTRAL DATA
UV SPECTRA:lmax: 232nm e: 33,400

IR SPECTRA:

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OTHER SPECTRA:
CHROMATOGRAM DATA

SOURCE
12(S)-HHTrE is produced either enzymatically by thromboxane A2 synthase on thromboxane A2 or by a nonenzymatic, heme-mediated decomposition of PGH (Ref. 8184).
CHEMICAL SYNTHESIS

METABOLISM
12(S)-HHTrE is an excellent substrate for porcine kidney 15-hydroxyprostaglandin dehydrogenase with a K value of 0.8mM (Ref. 8186). Porcine kidney 15-hydroxyprostaglandin dehydrogenase converts 12(S)-HHTrE to 12-OxoHTrE (Ref. 8186).
GENETIC INFORMATION

NOTE

REFERENCES
[8184]
AUTHOR:Diczfalusy, U., Falardeau, P., and Hammarstrom, S.
TITLE:Conversion of prostaglandin endoperoxides to C17-hydroxy acids catalyzed by human platelet thromboxane synthase PubMed ID:598509
JOURNAL:FEBS Lett.
VOL:84 PAGE : 271-274 (1977)
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[8185]
AUTHOR:Sadowitz, P. D., Setty, B. N., and Stuart, M.
TITLE:The platelet cyclooxygenase metabolite 12-L-hydroxy-5, 8, 10-hepta-decatrienoic acid (HHT) may modulate primary hemostasis by stimulating prostacyclin production PubMed ID:3124219
JOURNAL:Prostaglandins.
VOL:34 PAGE : 749-763 (1987)
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[8186]
AUTHOR:Liu, Y., Yoden, K., Shen, R. F., and Tai, H. H.
TITLE:12-L-hydroxy-5,8,10-heptadecatrienoic acid (HHT) is an excellent substrate for NAD+-dependent 15-hydroxyprostaglandin dehydrogenase PubMed ID:4004878
JOURNAL:Biochem Biophys Res Commun.
VOL:129 PAGE : 268-274 (1985)
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Last updated June 19, 2007. Copyright © 1989-2007 Japanese Conference on the Biochemistry of Lipids (JCBL). All rights reserved.