A rare lipoxygenase product of arachidonic acid
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5(R)-HETE

Item No. 34225

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5R-hydroxy-6E,8Z,11Z,14Z-eicosatetraenoic acid
CAS Number
61641-47-2
Synonyms
  • 5(R)-Hydroxyeicosatetraenoic Acid
Molecular Formula
C20H32O3
Formula Weight
320.5
Purity
≥98%
Formulation (Request formulation change)
A 100 µg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
0.1 M Na2CO3: 2 mg/mlDMF: MiscibleDMSO: MiscibleEthanol: MisciblePBS pH 7.2: 0.8 mg/ml
λmax
236 nm
SMILES
CCCCC/C=C\C/C=C\C/C=C\C=C\[C@H](O)CCCC(O)=O
InChi Code
InChI=1S/C20H32O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16-19(21)17-15-18-20(22)23/h6-7,9-10,12-14,16,19,21H,2-5,8,11,15,17-18H2,1H3,(H,22,23)/b7-6-,10-9-,13-12-,16-14+/t19-/m0/s1
InChi Key
KGIJOOYOSFUGPC-CABOLEKPSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    25 µg

    $149

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    50 µg

    $281

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    100 µg

    $414

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    Product Description

    5(R)-HETE is a rare lipoxygenase product of arachidonic acid. Nearly all plant and animal 5-LOs produce 5(S)-HETE, but the presence of a 5(R)-LO and the synthesis of 5(R)-HpETE and 5(R)-HETE have been confirmed in oocytes of the bivalve mollusk, S. solidissima.1 5(R)-HETE is more potent than the (S)-enantiomer as a chemotactic agent for human neutrophils.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Hada, T., Swift, L.L., and Brash, A.R. Discovery of 5R-lipoxygenase activity in oocytes of the surf clam, Spisula solidissima. Biochim. Biophys. Acta 1346(2), 109-119 (1997).

    2. Bittleman, D.B., and Casale, T.B. 5-Hydroxyeicosatetraenoic acid (HETE)-induced neutrophil transcellular migration is dependent upon enantiomeric structure. Am. J. Respir. Cell Mol. Biol. 12, 260-267 (1995).