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20-hydroxy Leukotriene B4

Cayman Chemical Item Number 20190

20-hydroxy LTB4 (CAS 79516-82-8)

20-hydroxy Leukotriene B4 (CAS 79516-82-8)

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Description

20-hydroxy LTB4 is a metabolite of LTB4 in human neutrophils. In human leukocytes, LTB4 is inactivated by the enzyme LTB4 20-hydroxylase. 20-hydroxy LTB4 is not only much less active (~5%) compared to LTB4 in causing degranulation of PMNL,1 but actually inhibits LTB4-induced degranulation of human neutrophils (Ki = 13.3 nM).2 However, 20-hydroxy LTB4 is as active as LTB4 in contracting parenchymal strips from guinea pig lung.3 20-hydroxy LTB4 retains considerable ligand binding affinity at the BLT2 receptor,4,5 but does not appear to function as an agonist.6

1 Feinmark, S.J., Lindgren JÅ, Claesson, H., et al. Stimulation of human leukocyte degranulation by leukotriene B4 and its ω-oxidized metabolites. FEBS Lett 136 141-144 (1981).

2 Falcone, R.C., and Aharony, D. Modulation of ligand binding to leukotriene B4 receptors on guinea pig lung membranes by sulfhydryl modifying reagents. J Pharmacol Exp Ther 255 565-571 (1990).

3 Hansson, G., Lindgren JÅ, Dahlén, S., et al. Identification and biological activity of novel w-oxidized metabolites of leukotriene B4 from human leukocytes. FEBS Lett 130 107-112 (1981).

4 Wang, S., Gustafson, E., Pang, L., et al. A novel hepatointestinal leukotriene B4 receptor. J Biol Chem 275 40686-40694 (2000).

5 Yokomizo, T., Kato, K., Hagiya, H., et al. Hydroxyeicosanoids bind to and activate the low affinity leukotriene B4 receptor, BLT2. J Biol Chem 276(15) 12454-12459 (2001).

6 Kamohara, M., Takasaki, J., Matsumoto, M., et al. Molecular cloning and characterization of another leukotriene B4 receptor. J Biol Chem 275 27000-27004 (2000).

Synonyms
  • 20-hydroxy LTB4
Formal Name 5S,​12R,​20-​trihydroxy-​6Z,​8E,​10E,​14Z-​eicosatetraenoic acid
CAS Number 79516-82-8
Molecular Formula C20H32O5
Formula Weight 352.5
Formulation A solution in ethanol
Purity >97%
λmax 270 nm
ε 50
Stability 1 year
Storage -20°C
Shipping Wet ice in continental US; may vary elsewhere
SMILES
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OCCCCC/C=C\C[C@@H]​(O)​/C=C/C=C\C=C\[C@@H]​(O)​CCCC(=O)​O

Background Reading

Powell, W.S. Properties of leukotriene B4 20-hydroxylase from polymorphonuclear leukocytes. J Biol Chem 259 3082-3089 (1984).

Hansson, G., Lindgren JÅ, Dahlén, S., et al. Identification and biological activity of novel w-oxidized metabolites of leukotriene B4 from human leukocytes. FEBS Lett 130 107-112 (1981).

Soberman, R.J., Sutyak, J.P., Okita, R.T., et al. The identification and formation of 20-aldehyde leukotriene B4. J Biol Chem 263 7996-8002 (1988).

Falcone, R.C., and Aharony, D. Modulation of ligand binding to leukotriene B4 receptors on guinea pig lung membranes by sulfhydryl modifying reagents. J Pharmacol Exp Ther 255 565-571 (1990).

Feinmark, S.J., Lindgren JÅ, Claesson, H., et al. Stimulation of human leukocyte degranulation by leukotriene B4 and its ω-oxidized metabolites. FEBS Lett 136 141-144 (1981).

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20-hydroxy Leukotriene B4 is available in the following screening library:

Size Price Quantity Subtotal
25 µg $134.00 $0.00
50 µg $255.00 $0.00
100 µg $482.00 $0.00
500 µg $2,144.00 $0.00
Bulk Contact
Cart Total $0.00

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Pricing updated 2012-05-26. Prices are subject to change without notice.

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