5(S)​-​HPETE 

5(S)-HPETE is a 5-lipoxygenase substrate and Arachidonic acid (HY-109590) metabolite. 5(S)-HPETE forms via 5-LOX-catalyzed hydroperoxidation of arachidonic acid. 5(S)-HPETE undergoes 5-LOX-catalyzed epoxidation (dehydration) to form leukotriene A4. 5(S)-HPETE can be used for the research of asthma, rheumatoid arthritis^[1][2].

5(S)-HpETE (1-30 μM) acts as a substrate for recombinant human 5-LOX-mediated epoxidation, with a K_m of 14 μM in the absence of ATP, and ATP induces 4.8-fold activation of V_max and 3.9-fold activation of V_max/K_m for this reaction^[1].
5(S)-HPETE (0.5-40 μM) acts as a substrate for human h12-LOX, with a k_cat/K_M of 0.13 s⁻¹ μM^−1[2].
5(S)-HPETE (0.5-40 μM) acts as a substrate for human h15-LOX-1, with a k_cat/K_M of 0.23 s⁻¹ μM⁻¹, and the enzyme exhibits altered positional specificity to produce mostly 5S,12S-diHpETE^[2].
5(S)-HPETE (0.5-40 μM) acts as a substrate for human h15-LOX-2, with a k_cat/K_M of 0.035 s⁻¹ μM⁻¹, and the enzyme maintains strict positional specificity to produce only 5S,15S-diHpETE^[2].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

336.47

C₂₀H₃₂O₄

71774-08-8

Liquid

Colorless to light yellow

CCCCC/C=C\C/C=C\C/C=C\C=C\[C@@H](OO)CCCC(O)=O

Room temperature in continental US; may vary elsewhere.

Solution, -20°C, 2 years

• [1]. Smyrniotis CJ, et al. ATP allosterically activates the human 5-lipoxygenase molecular mechanism of arachidonic acid and 5(S)-hydroperoxy-6(E),8(Z),11(Z),14(Z)-eicosatetraenoic acid. Biochemistry. 2014 Jul 15;53(27):4407-19.  [Content Brief]

  [2]. Perry SC, et al. Role of Human 15-Lipoxygenase-2 in the Biosynthesis of the Lipoxin Intermediate, 5S,15S-diHpETE, Implicated with the Altered Positional Specificity of Human 15-Lipoxygenase-1. Biochemistry. 2020;59(42):4118-4130.  [Content Brief]