Lubiprostone

SKU: orb1300883

Description

Lubiprostone (RU-0211) is a selective activator of the ClC-2 chloride channel. It is a research compound used to study intestinal fluid secretion and motility, with applications in gastroenterology research based on its clinical use for chronic idiopathic constipation.

Research Area

Pharmacology & Drug Discovery

Key Properties

• CAS Number: 136790-76-6
• MW: 390.46
• Purity: 98.83% (May vary between batches)
• Formula: C₂₀H₃₂F₂O₅
• SMILES: CCCCC(F)(F)C(=O)CC[C@H]1[C@H](O)CC(=O)[C@@H]1CCCCCCC(O)=O
• Target: Glutathione Peroxidase,NO Synthase,CFTR,TNF,Chloride channel
• Solubility: 10% DMSO+40% PEG300+5% Tween 80+45% Saline:2.5 mg/mL (6.4 mM);Ethanol:72 mg/mL (184.4 mM);H2O:< 1 mg/mL (insoluble or slightly soluble);DMSO:70 mg/mL (179.28 mM)

Bioactivity

• In Vivo:
  Lubiprostone induces a CdCl(2)-insensitive secretory response in mouse intestine, but fail to induce intestinal Cl(-) secretion in Cftr-null mice.
• In Vitro:
  Lubiprostone induces a robust secretory response in T84 monolayers. Lubiprostone induces a rise in cAMP levels that was sensitive to EP(4)-receptor blockage in T84 cells. Lubiprostone induces a contraction in rat and human stomach longitudinal muscle, which is inhibited by pretreatment with the EP(1) receptor antagonist but not by the EP(3) or EP(4) receptor antagonists. Lubiprostone also reduces electrically stimulated, neuronal contractions in rat and human colon circular muscle preparations. Lubiprostone (1 mM) stimulates higher elevations in TER despite lower I(sc) responses compared with the nonselective secretory agonist PGE(2) (1 mM). Lubiprostone significantly reduces mucosal-to-serosal fluxes of (3)H-labeled mannitol to levels comparable to those of normal control tissues and restored occludin localization to tight junctions. Lubiprostone causes comparable and maximal increases of I(sc) in T84 cells. Lubiprostone-induced increases in iodide efflux are ~80% of those obtained with forskolin. Lubiprostone activates Cl(-) secretion in T84 cells via cAMP, protein kinase A, and by increasing apical membrane CFTR protein. Lubiprostone, applied to the small intestinal mucosa in eight concentrations ranging from 1-3000 nM, evokes increases in Isc in a concentration-dependent manner with an EC50 of 42.5 nM. Lubiprostone applied to the mucosa of the colon in eight concentrations ranging from 1-3000 nM evokes increases in Isc in a concentration-dependent manner with an EC50 of 31.7 nM.

Storage & Handling

• Storage: Powder: -20°C for 3 years | In solvent: -80°C for 1 year | Shipping with blue ice/Shipping at ambient temperature.
• Expiration Date: 12 months from date of receipt.
• Disclaimer: For research use only

Alternative Names

Cl? Channels, Chloride channel, Chloridechannel, chloride channel, Chloride Channel, Inhibitor, inhibit, Lubiprostone, SPI 0211, SPI0211, SPI-0211, RU 0211, RU0211, RU-0211

Compound Identifiers

PubChem CID

9800568