TAME

SKU: orb1685626

Description

TAME is a cell-permeable inhibitor of the Anaphase-Promoting Complex/Cyclosome (APC/C). It functions by competitively blocking the binding of the activators Cdc20 and Cdh1, thereby inhibiting APC/C-dependent proteolysis. This compound is a valuable tool for studying cell cycle regulation, mitotic exit, and aneuploidy in both cellular and biochemical assays.

Research Area

Cell Biology

Key Properties

• CAS Number: 901-47-3
• MW: 342.41
• Formula: C₁₄H₂₂N₄O₄S
• SMILES: S(N[C@@H](CCCNC(=N)N)C(OC)=O)(=O)(=O)C1=CC=C(C)C=C1
• Target: APC/C
• Solubility: Ethanol:3 mg/mL (8.76 mM);10% DMSO+40% PEG300+5% Tween 80+45% Saline:3.3 mg/mL (9.64 mM);H2O:63 mg/mL (183.99 mM);DMSO:80 mg/mL (233.64 mM)

Bioactivity

• Target IC50:
  APC:12 µM.
• In Vitro:
  In the absence of an APC substrate, TAME repels Cdc20 from APC by inducing its auto-ubiquitination in its N-terminal region, while Cyclin B1 counteracts the effect of TAME by promoting the binding of free Cdc20 to APC and inhibiting the auto-ubiquitination of Cdc20. TAME stabilized Cyclin B1 in African Xenopus extracts by two mechanisms. First, TAME reduced the kcat value of the APC^Cdc20/cyclin B1 complex without affecting the Km value, thereby slowing down the initial ubiquitination process of unmodified Cyclin B1. Second, as Cyclin B1 is progressively ubiquitinated, it gradually loses its ability to promote Cdc20 binding to APC in the presence of TAME. As a result, the ubiquitination of Cyclin B1 is terminated before reaching the threshold at which protein hydrolysis is required.

Storage & Handling

• Storage: store at low temperature | 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

Tosyl-Arginine Methyl Este, Tosylarginine methyl ester, TAME, APC, Anaphase promoting complex, N-4-Tosyl-L-arginine methyl ester

Compound Identifiers

PubChem CID

1550286