TAME

TAME is an inhibitor of anaphase-promoting complex/cyclosome (APC/C or APC), which binds to APC/C and prevents its activation by Cdc20 and Cdh1, produces mitotic arrest[1].

Product information

CAS Number: 901-47-3

Molecular Weight: 342.41

Formula: C14H22N4O4S

Synonym:

Tosylarginine methyl ester

N-4-Tosyl-L-arginine methyl ester

Related CAS Number:

1784-03-8 (TAME HCl)

Chemical Name: methyl (2S)-5-carbamimidamido-2-(4-methylbenzenesulfonamido)pentanoate

Smiles: CC1C=CC(=CC=1)S(=O)(=O)N[C@@H](CCCNC(N)=N)C(=O)OC

InChiKey: FKMJXALNHKIDOD-LBPRGKRZSA-N

InChi: InChI=1S/C14H22N4O4S/c1-10-5-7-11(8-6-10)23(20,21)18-12(13(19)22-2)4-3-9-17-14(15)16/h5-8,12,18H,3-4,9H2,1-2H3,(H4,15,16,17)/t12-/m0/s1

Technical Data

Appearance: Solid Power

Purity: ≥98% (or refer to the Certificate of Analysis)

Solubility: DMSO: 64 mg/mL (186.9 mM)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical or refer to Certificate of Analysis

Storage Condition: Dry, dark and -20 ^oC for 1 year or refer to the Certificate of Analysis.

Shelf Life: ≥12 months if stored properly.

Stock Solution Storage: 0 - 4 ^oC for 1 month or refer to the Certificate of Analysis.

Drug Formulation: To be determined

HS Tariff Code: 382200

How to use

In Vitro:

TAME inhibits cyclin proteolysis in mitotic Xenopus egg extract with IC50 of 12 µM. TAME at concentration of 1-200 μM arrests interphase extract treated with recombinant cyclin B1/Cdc2 complex in mitosis, with stable cyclin B1 and phosphorylated Cdc27. TAME at concentration of 200 μM dramaticly inhibits the ubiquitin ligase activity of the Anaphase-Promoting Complex (APC), accompanied by reduced binding of Cdh1 to APC. TAME addition to interphase extract reduces Cdc20 association with the APC in a dose-dependent manner partly by binding directly to APC, and the contribution motif is the C-terminal isoleucine-arginine (IR) tail on APC. [1] TAME is hydrolysed by trypsin with Km of 0.328 mM. [2] TAME accelerates the ATP hydrolysis process about 12-fold. [3] TAME interacts with β and γ phosphate and the adenine ring of ATP by the guanidinium group and the aromatic ring. [4] TAME at concentration of 50 mM inhibits nutrient-induced germination and pressure-induced germination at 600 MPa in Bacillus subtilis. [5] TAME induces a concentration dependent contractile response on ileal strips with EC50 of 4.3 x 103 M.

Products are for research use only. Not for human use.