SML0420

TAPI-2 acetate salt

≥98% (HPLC)

• Synonym(s): N-(R)-(2-(Hydroxyaminocarbonyl)methyl)-4-methylpentanoyl-L-t-butyl-glycine-L-alanine 2-aminoethyl amide, Tumor necrosis factor-α protease inhibitor-2, TNF-α protease inhibitor-2
• Empirical Formula (Hill Notation): C₁₉H₃₇N₅O₅ · xC₂H₄O₂
• CAS Number: 689284-12-6
• Molecular Weight: 415.53 (free base basis)
• MDL number: MFCD22666396
• UNSPSC Code: 12352200
• PubChem Substance ID: 329825415
• NACRES: NA.77

Properties

• assay: ≥98% (HPLC)
• form: lyophilized powder
• color: white to off-white
• shipped in: wet ice
• storage temp.: −20°C
• SMILES string: CC(O)=O.CC(C)C[C@H](CC(=O)NO)C(=O)N[C@H](C(=O)N[C@@H](C)C(=O)NCCN)C(C)(C)C
• InChI: 1S/C19H37N5O5.C2H4O2/c1-11(2)9-13(10-14(25)24-29)17(27)23-15(19(4,5)6)18(28)22-12(3)16(26)21-8-7-20;1-2(3)4/h11-13,15,29H,7-10,20H2,1-6H3,(H,21,26)(H,22,28)(H,23,27)(H,24,25);1H3,(H,3,4)/t12-,13+,15+;/m0./s1
• InChI key: LMUSZKBIFGOFBD-RAFLFFCLSA-N

Description

Application

TAPI-2 acetate salt has been used to inhibit protease activity in HepG2 cells.

Biochem/physiol Actions

TAPI-2 is a potent inhibitor matrix metalloproteinases and TACE (TNF-α convertase/ADAM17/α-secretase). It blocks the shedding of several cell surface proteins such as β-amyloid precursor protein, inhibits TNF-α release as well as a diverse variety of membrane-anchored cytokines, cell adhesion molecules, receptors, ligands. TAPI-2 is considered a fairly broad metalloproteinase inhibitor, but it much more selective for TACE than GM6001.

Features and Benefits

This compound is featured on the Cytokine Receptors (Tumor Necrosis Receptor Family) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable