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Chemical Compound Review

HXB3     (5Z,8Z)-10-hydroxy-10- [(2R,3S)-3-[(Z)-oct...

Synonyms: hepoxilin B3, CHEBI:34784, HMDB04690, AC1NR1RK, C14810
 
 
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High impact information on LMFA03090003

  • The insulin release enhancer, 10-hydroxy-11,12-trans-epoxy-5(Z),8(Z),14(Z)-icosatrienoic acid (hepoxilin B3), is a 12-lipoxygenase metabolite of arachidonic acid that has been found in various mammalian tissues [1].
  • The hepoxilin B3-synthesizing activity was not observed in subcellular fractions incubated with authentic 12(S)-hydroperoxyeicosatetraenoic acid, although it was located at least in the microsomal fraction when incubated with arachidonic acid [2].
  • Furthermore, the stable hepoxilin B3 analogue PBT-3 stimulated hatching at 10(-7) mol l(-1) [3].
  • In contrast, boiled neutrophil preparations converted 12-HPETE primarily into hepoxilin B3 which previously showed to be derived nonenzymatically [4].

References

  1. Discovery of the mammalian insulin release modulator, hepoxilin B3, from the tropical red algae Platysiphonia miniata and Cottoniella filamentosa. Moghaddam, M.F., Gerwick, W.H., Ballantine, D.L. J. Biol. Chem. (1990) [Pubmed]
  2. Stereoselective biosynthesis of hepoxilin B3 in human epidermis. Antón, R., Vila, L. J. Invest. Dermatol. (2000) [Pubmed]
  3. Hepoxilins and trioxilins in barnacles: an analysis of their potential roles in egg hatching and larval settlement. Vogan, C.L., Maskrey, B.H., Taylor, G.W., Henry, S., Pace-Asciak, C.R., Clare, A.S., Rowley, A.F. J. Exp. Biol. (2003) [Pubmed]
  4. 12-HETE and 12-HPETE potently stimulate intracellular release of calcium in intact human neutrophils. Reynaud, D., Pace-Asciak, C.R. Prostaglandins Leukot. Essent. Fatty Acids (1997) [Pubmed]
 
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