A lipid soluble prodrug of LXB4
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Lipoxin B4 methyl ester

Item No. 24073

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5S,14R,15S-trihydroxy-6E,8Z,10E,12E-eicosatetraenoic acid, methyl ester
CAS Number
97589-07-6
Synonyms
  • LXB4 methyl ester
Molecular Formula
C21H34O5
Formula Weight
366.5
Purity
≥95%
Formulation (Request formulation change)
A 100 µg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
DMF: 50 mg/mlDMSO: unstableEthanol: 50 mg/mlPBS (pH 7.2): 1 mg/ml
λmax
221, 289, 301, 316 nm
SMILES
O[C@@H](CCCC(OC)=O)/C=C/C=C\C=C\C=C\[C@@H](O)[C@@H](O)CCCCC
InChi Code
InChI=1S/C21H34O5/c1-3-4-9-15-19(23)20(24)16-11-8-6-5-7-10-13-18(22)14-12-17-21(25)26-2/h5-8,10-11,13,16,18-20,22-24H,3-4,9,12,14-15,17H2,1-2H3/b7-5-,8-6+,13-10+,16-11+/t18-,19+,20-/m1/s1
InChi Key
HXIJZYQKEFLJAL-BMNOQHBCSA-N
Shipping & Storage Information
Storage
-80°C
Shipping
Dry ice in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    25 µg

    $361

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    50 µg

    $686

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    100 µg

    $1,300

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    Product Description

    Lipoxin B4 (LXB4) methyl ester is a lipid soluble prodrug form of the transcellular metabolite LXB4 (Item No. 90420). LXB4 is a positional isomer of LXA4 (Item No. 90410) produced by the metabolism of 15-HETE (Item No. 34700) or 15-HpETE (Item No. 44720) by human leukocytes.1,2 At a concentration of 100 nM, LXB4 inhibits polymorphonuclear leukocyte (PMN) migration stimulated by leukotriene B4 (LTB4; Item No. 20110) and inhibits LTB4-induced adhesion of PMNs with an IC50 value of 0.3 nM.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Serhan, C.N., Hamberg, M., Samuelsson, B., et al. On the stereochemistry and biosynthesis of lipoxin B. Proc. Natl. Acad. Sci. USA 83(7), 1983-1987 (1986).

    2. Serhan, C.N., Hamberg, M., and Samuelsson, B. Lipoxins: Novel series of biologically active compounds formed from arachidonic acid in human leukocytes. Proc. Natl. Acad. Sci. USA 81(17), 5335-5339 (1984).

    3. Papayianni, A., Serhan, C.N., and Brady, H.R. Lipoxin A4 and B4 inhibit leukotriene-stimulated interactions of human neutrophils and endothelial cells. J. Immunol. 156(6), 2264-2272 (1996).