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Merck

579052

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
MDL number:
MFCD22581509
NACRES:
NA.77
UNSPSC Code:
12352200
Assay:
≥97% (HPLC)
Form:
solid
Quality level:
100
Storage condition:
OK to freeze, desiccated (hygroscopic), protect from light

Key Documents

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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

Quality Level

100

Related Categories

General description

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

Preparation Note

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

Disclaimer

Toxicity: Standard Handling (A)

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

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Allison L Fisher et al.
The Journal of biological chemistry, 297(4), 101156-101156 (2021-09-05)
In plasma, iron is normally bound to transferrin, the principal protein in blood responsible for binding and transporting iron throughout the body. However, in conditions of iron overload when the iron-binding capacity of transferrin is exceeded, non-transferrin-bound iron (NTBI) appears

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