A cell-permeable thiobarbituryl-benzoate compound that acts as a highly potent and reversible inhibitor of lymphoid tyrosine phosphatase (LYP) (IC50 = 508 nM) and thereby enhances TCR signaling in intact cells. Exhibits competitive to mixed mode of inhibition (Ki = 384 nM). Also shown to inhibit the mutant, disease associated LYP-Trp620 activity. Binds to the phosphate-binding loop and mimicks the phosphotyrosine moiety of substrates. Displays acceptable selectivity over a wide range of protein phosphatases (TCPTP, PTP1B, PEP (mouse LYP), SHP1, CD45 and PTP-PEST: IC50 = 1.52, 1.59, 7.56, 23.2, 30.1, and 100 µM, respectively). Does not exhibit any toxicity at pharmacological doses when tested in primary human cell lines.
Synonyms: LYP Inhibitor II, LTV-1 - Calbiochem; ( E)-3-((4-((4,6-Dioxo-2-thioxo-1- o-tolyltetrahydropyrimidin-5(6H)-ylidene)methyl)phenoxy)methyl)benzoic acid, Lymphoid Tyrosine Phosphatase Inhibitor II, LTV-1; (E)-3-((4-((4,6-Dioxo-2-thioxo-1-o-tolyltetrahydropyrimidin-5(6H)-ylidene)methyl)phenoxy)methyl)benzoic acid, Lymphoid Tyrosine Phosphatase Inhibitor II, LTV-1
Molecular Formula: C26H20N2O5S
Molecular Weight: 472.51
Linear Structural Formula: C26H20N2O5S
Purity: >=98% (HPLC)
Biochem Physiol Actions: Target IC50: 508 nM for LYP
Legal Information: CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany
Other Notes: Vang, T., et al. 2012. Nat. Chem. Biol.8, 437.