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579052

Sigma-Aldrich

TAPI-2

TAPI-2, CAS 187034-31-7, is a hydroxamate-based inhibitor of MMPs and TACE. Inhibits the activation-induced shedding of L-selectin from neutrophils, eosinophils, and lymphocytes.

Synonym(s):

TAPI-2, N-(R)-[2-(Hydroxyaminocarbonyl)methyl]-4-methylpentanoyl-L- t-butyl-alanyl-L-alanine, 2-aminoethyl Amide, TNF-α Protease Inhibitor-2, N-(R)-[2-(Hydroxyaminocarbonyl)methyl]-4-methylpentanoyl-L-t-butyl-alanyl-L-alanine, 2-aminoethyl Amide, TNF-α Protease Inhibitor-2

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About This Item

Empirical Formula (Hill Notation):
C19H37N5O5
CAS Number:
187034-31-7
Molecular Weight:
415.53
UNSPSC Code:
12352200

Quality Level

100

Assay

≥97% (HPLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
desiccated (hygroscopic)
protect from light

color

white

solubility

ethanol: 5 mg/mL
water: 5 mg/mL

shipped in

ambient

storage temp.

−20°C

General description

A hydroxamate-based inhibitor of MMPs and TACE. Inhibits the activation-induced shedding of L-selectin from neutrophils, eosinophils, and lymphocytes, as well as phenylarsine oxide (PAO)-induced shedding in neutrophils. Also acts as a weak inhibitor of angiotensin converting enzyme (IC50 = 18 µM). Also available as a 10 mM solution in H2O (Cat. No. 509612).
A hydroxamate-based inhibitor of matrix metalloproteinases and TACE (TNF-α convertase; ADAM17). Inhibits the activation-dependent shedding of L-selectin from neutrophils, eosinophils, and lymphocytes as well as phenylarsine oxide (PAO)-induced shedding in neutrophils. Also blocks the shedding of several cell surface proteins such as pro-TGF-α, IL-6 receptor α-subunit, and β-amyloid precursor protein. Reported to inhibit TNF-α release and impart protection against aspirin-induced gastric mucosal injury. Acts as a weak inhibitor of angiotensin converting enzyme (IC50 = 18 µM).

Biochem/physiol Actions

Cell permeable: no
Primary Target
MMPs
Product does not compete with ATP.
Reversible: no
Target IC50: 18 µM against angiotensin converting enzyme

Packaging

Packaged under inert gas

Warning

Toxicity: Standard Handling (A)

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Other Notes

Bennett, T.A., et al. 2000. J. Immunol.164, 4120.
Fiorucci, S., et al. 1998. Aliment. Pharmacol. Ther.12, 1139.
Hooper, N.M., et al. 1997. Biochem. J.321, 265.
Parvathy, S., et al. 1997. Biochem. J. 327, 37.
Arribas, J., et al. 1996. J. Biol. Chem.271, 11376.

Legal Information

Manufactured exclusively by Peptides International, Louisville, Kentucky, USA.
CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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