406170

IP6K Inhibitor

The IP6K Inhibitor, also referenced under CAS 519178-28-0, controls the biological activity of IP6K.

• Synonyme(s) : IP6K Inhibitor, N²-(m-Trifluorobenzyl), N⁶-(p-nitrobenzyl)purine, Inositol-1,4,5-trisphosphate 3-Kinase Inhibitor, IP3K Inhibitor, Kcs1 Inhibitor, TNP
• Formule empirique (notation de Hill) : C₂₀H₁₆F₃N₇O₂
• Numéro CAS: 519178-28-0
• Poids moléculaire : 443.38
• Numéro MDL: MFCD16875436
• Code UNSPSC : 51111800
• Nomenclature NACRES : NA.77

Propriétés

• Niveau de qualité: 100
• Essai: ≥95% (HPLC)
• Forme: solid
• Fabricant/nom de marque: Calbiochem^®
• Conditions de stockage: OK to freeze; protect from light
• Couleur: yellow
• Solubilité: DMSO: 10 mg/mL; methanol: 5 mg/mL
• Conditions d'expédition: ambient
• Température de stockage: 2-8°C
• Chaîne SMILES: FC(F)(F)c1cc(ccc1)CNc2nc3[nH]cnc3c(n2)NCc4ccc(cc4)[N+](=O)[O-]
• InChI: 1S/C20H16F3N7O2/c21-20(22,23)14-3-1-2-13(8-14)10-25-19-28-17(16-18(29-19)27-11-26-16)24-9-12-4-6-15(7-5-12)30(31)32/h1-8,11H,9-10H2,(H3,24,25,26,27,28,29)
• Clé InChI: DDSBPUYZPWNNGH-UHFFFAOYSA-N

Description

Description générale

A cell-permeable 2,6-disubstituted purine compound that, although originally identified as a reversible, ATP-competitive inhibitor against the conversion of Ins(1,4,5)P₃ to Ins(1,3,4,5)P₄ by IP3K (IC₅₀ = 18 M; [ATP] = 10 μM), acts in fact as a much more effective inhibitor against the IP6K1/2/3-catalyzed conversion of InsP₆ (Cat. No. 407125) to 5-[PP]- InsP₆ or InsP₇ (IC₅₀ = 0.47 μM against IP6K1; [ATP] = 1 mM) due to a much higher affinity of ATP toward IP3K than IP6K (K_m of ATP for the respective enzymes = 0.01 vs 1000 μM). Shown to potently inhibit cellular InsP₇ level (IC₅₀ = 0.55 μM in HeLa cultures), while being less potent in increasing the cellular InsP₃ accumulation (>10 M in HeLa cultures). TNP is also effective against S. cerevisiae IP6K, Kcs1, but not Vip/PPIP5Ks, enzymes that catalyze the pyrophosphorylation at the 1/3 position of InsP₆ and InsP₇, in either human or yeast species or two other IP3 metabolizing enzymes, PLC and IP3 5-ppase.

Actions biochimiques/physiologiques

Cell permeable: yes

Primary Target
IP 3-K

Product competes with ATP.

Reversible: yes

Target IC₅₀: 0.47 µM against IP6K1; [ATP] = 1 mM; 18 µM against the conversion of Ins(1,4,5)P3 to Ins(1,3,4,5)P4 by IP3K; [ATP] = 10 µM

Conditionnement

Packaged under inert gas

Avertissement

Toxicity: Standard Handling (A)

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.

Autres remarques

Padmanabhan, U., et al. 2009. J. Biol. Chem.284, 10571.Chang, Y.T., et al. 2002. ChemBioChem3, 897.

Informations légales

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Informations sur la sécurité

• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable