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7α,25-dihydroxy Cholesterol (CAS 64907-22-8) LS-H74

GPR183 agonist
LS-H74-1 / 1 mg / $195
LS-H74-5 / 5 mg / $315
LS-H74-10 / 10 mg / $445
USA Shipment Only
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Description: GPR183 (also known as Epstein-Barr virus-induced gene 2) is an orphan G protein-coupled receptor (GPCR) that is highly expressed in spleen and is required for humoral immune responses, including B cell migration and T cell-dependent antibody production. 7 alpha,25-dihydroxy Cholesterol (7 alpha,25-DHC) is a potent agonist of GPR183 that induces specific activation of the receptor with an EC50 value of 50 nM (Kd = 450 pM). At concentrations below 3 µM, it does not show any appreciable binding activity when tested against eight different nuclear hormone receptors including LXR and thirty-one different G protein-coupled receptors in a panel of reporter gene assays. 7 alpha,25-DHC can act as a potent chemokine, affecting migration of immune cells expressing GPR183 both in vitro (EC50 = 500 pM) and in vivo. H74_ChemicalStructureImage.png
(3β,7α)-cholest-5-ene-3,7,25-triol
7α,25-DHC
biochemical, chemical, agonist
LS-H74
64907-22-8
C27H46O3
≥95%
A crystalline solid
0
O[C@@H]1C=C2C[C@@H](O)CC[C@]2(C)[C@]3([H])[C@]1([H])[C@@](CC[C@]4([H])[C@H](C)CCCC(C)(C)O)([H])[C@]4(C)CC3
InChI=1S/C27H46O3/c1-17(7-6-12-25(2,3)30)20-8-9-21-24-22(11-14-27(20,21)5)26(4)13-10-19(28)15-18(26)16-23(24)29/h16-17,19-24,28-30H,6-15H2,1-5H3/t17-,19+,20-,21+,22+,23-,24+,26+,27-/m1/s1
BQMSKLCEWBSPPY-IKVTXIKFSA-N
Shipped Ambient, store at -20°C, ≥ 2 years shelf life.
This product is for research use only. Not for administration to humans, or for human or veterinary diagnostic or therapeutic use.
Data Sheet DataSheet    SDS SDS
Related Products: GPR183 / EBI2 related products

Usage Information

It should be stable for at least two years. 7α,25-DHC is supplied as a crystalline solid. A stock solution may be made by dissolving the 7α,25-DHC in the solvent of choice. 7α,25-DHC is soluble in organic solvents such as ethanol, DMSO, and dimethyl formamide (DMF), which should be purged with an inert gas. The solubility of 7α,25-DHC in DMSO is approximately 100 µg/ml and 2 and 20 mg/ml in ethanol and DMF, respectively. 7α,25-DHC is sparingly soluble in aqueous buffers. For maximum solubility in aqueous buffers, 7α,25-DHC should first be dissolved in ethanol and then diluted with the aqueous buffer of choice. 7α,25-DHC has a solubility of approximately 500 µg/ml in a 1:2 solution of ethanol:PBS (pH 7.2) using this method.We do not recommend storing the aqueous solution for more than one day.

References:
  1. Liu, C., Yang, X.V., Wu, J., et al. Oxysterols direct B-cell migration through EB12. Nature 475(7357), 519-523 (2011).
  2. Hannedouche, S., Zhang, J., Yi, T., et al. Oxysterols direct immune cell migration via EBI2. Nature 475(7357), 524- 527 (2011).

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