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SML0420

TAPI-2 acetate salt

Name: TAPI-2 acetate salt
Brand: SIGMA

≥98% (HPLC), matrix metalloproteinases and TACE inhibitor, lyophilized powder

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

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About This Item

Empirical Formula (Hill Notation):

C₁₉H₃₇N₅O₅ · xC₂H₄O₂

CAS Number:

689284-12-6

Molecular Weight:

415.53 (free base basis)

UNSPSC Code:

12352200

PubChem Substance ID:

329825415

NACRES:

NA.77

MDL number:

MFCD22666396

Assay:

≥98% (HPLC)

Form:

lyophilized powder

Quality level:

100

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Properties

Product Name

TAPI-2 acetate salt, ≥98% (HPLC)

Quality Level

100

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).

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.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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High-throughput protease activity cytometry reveals dose-dependent heterogeneity in PMA-mediated ADAM17 activation

Wu L, et al.

Integrative Biology : Quantitative Biosciences from Nano to Macro, 7(5), 513-524 (2015)

Global Trade Item Number

SKU	GTIN
SML0420-1MG	04061837084508