GIT 27

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Cat.No. 3270 - GIT 27 | C11H11NO3 | CAS No. 6501-72-0
Description: Immunomodulator; reduces production of pro-inflammatory cytokines
Chemical Name: 4,5-Dihydro-3-phenyl-5-isoxazoleacetic acid
Purity: ≥99% (HPLC)
Datasheet
Citations (1)
Literature

Biological Activity

Orally active immunomodulatory agent that primarily targets macrophages. Inhibits TNF-α secretion via interference of macrophage toll-like receptor (TLR) 4 and TLR 2/6 signaling pathway. Also reduces the secretion of pro-inflammatory cytokines IL1-β, IL-10 and IFN-γ. Antidiabetogenic; prevents IL-β and IFN-γ-induced pancreatic islet cell death in vitro.

Technical Data

M. Wt 205.21
Formula C11H11NO3
Storage Store at +4°C
Purity ≥99% (HPLC)
CAS Number 6501-72-0
PubChem ID 10798271
InChI Key MUFJHYRCIHHATF-UHFFFAOYSA-N
Smiles O=C(CC1CC(C2=CC=CC=C2)=NO1)O

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

All Tocris products are intended for laboratory research use only.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 20.52 100
water 1.03 5mM with gentle warming

Preparing Stock Solutions

The following data is based on the product molecular weight 205.21. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 4.87 mL 24.37 mL 48.73 mL
5 mM 0.97 mL 4.87 mL 9.75 mL
10 mM 0.49 mL 2.44 mL 4.87 mL
50 mM 0.1 mL 0.49 mL 0.97 mL

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Product Datasheets

Safety Datasheet

References

References are publications that support the products' biological activity.

Stosic-Grujicic et al (2007) A potent immunomodulatory compound (S,R)-3-phenyl-4,5-dihydro-5-isoxasoleacetic acid, prevents spontaneous and accelerated forms of autoimmune diabetes in NOD mice and inhibits the immunoinflammatory diabetes induced by multiple low doses of stre J.Pharmacol.Exp.Ther. 320 1038 PMID: 17148780

Stojanovic et al (2007) In vitro, ex vivo and in vivo immunopharmacological activities of the isoxazoline compound VGX-1027: Modulation of cytokine synthesis and prevention of both organ-specific and systemic autoimmune diseases in murine models. Clin.Immunol. 123 311 PMID: 17449326

Mangano et al (2008) In vitro inhibition of enterobacteria-reactive CD4+CD25- T cells and suppression of immunoinflammatory colitis in mice by the novel immunomodulatory agent VGX-1027. Eur.J.Pharmacol. 586 313 PMID: 18374912


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1 Citation for GIT 27

Citations are publications that use Tocris products. Selected citations for GIT 27 include:

Saurus et al (2015) Podocyte apoptosis is prevented by blocking the Toll-like receptor pathway. Cell Death Dis 6 e1752 PMID: 25950482


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