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Sigma-Aldrich

MMP Inhibitor V

The MMP Inhibitor V, also referenced under CAS 223472-31-9, controls the biological activity of MMP. This small molecule/inhibitor is primarily used for Protease Inhibitors applications.

Synonym(s):

MMP Inhibitor V, (2S,4S)-N-Hydroxy-5-ethoxymethyloxy-2-methyl-4-(4-phenoxybenzoyl)aminopentanamide, ONO-4817

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About This Item

Empirical Formula (Hill Notation):
C22H28N2O6
CAS Number:
223472-31-9
Molecular Weight:
416.47
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

100

assay

≥98% (HPLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
protect from light

color

off-white

solubility

ethanol: 15 mg/mL
DMSO: 30 mg/mL

shipped in

ambient

storage temp.

2-8°C

InChI

1S/C22H28N2O6/c1-3-28-15-29-14-18(13-16(2)21(25)24-27)23-22(26)17-9-11-20(12-10-17)30-19-7-5-4-6-8-19/h4-12,16,18,27H,3,13-15H2,1-2H3,(H,23,26)(H,24,25)/t16-,18-/m0/s1

InChI key

HDWWQELUBWGQGA-WMZOPIPTSA-N

General description

An orally active non-peptidyl hydroxamate compound that acts as an effective broad-spectrum inhibitor against MMP-2, -3, -8, -9, -12, -13 (Ki = 0.73, 42, 1.1, 2.1, 0.45, and 1.1 nM, respectively), but not MMP-1 (IC50 = 1.6 µM), MMP-7 (Ki = 2.5 µM), or other serine proteases (no activity against chymotrypsin or plasmin at 100 µM). Widely used in studying MMP-mediated diseases development in vivo. Also reported to block P-LAP secretase activity (≥70% inhibition of P-LAP shedding at 10 µM) that is otherwise not inhibited by TIMP-1/2 in CHO cell cultures in vitro.
An orally active non-peptidyl hydroxamate compound that acts as an effective broad-spectrum inhibitor against MMP-2/3/8/9/12/13 (Ki = 0.73, 42, 1.1, 2.1, 0.45, and 1.1 nM, respectively), but not MMP-1 (IC50 = 1.6 µM), MMP-7 (Ki = 2.5 µM), or other serine proteases (no activity against chymotrypsin or plasmin at 100 µM). Widely used in studying MMP-mediated diseases development in vivo. Also reported to block P-LAP secretase activity (≥70% inhibition of P-LAP shedding at 10 µM) that is otherwise not inhibited by TIMP-1/2 in CHO cell cultures in vitro.

Packaging

Packaged under inert gas

Warning

Toxicity: Standard Handling (A)

Other Notes

Okamoto, Y., et al. 2007. Int. Heart J.48, 369.
Ito, N., et al. 2004. Biochem. Biophys. Res. Commun.314, 1008.
Shiraga, M., et al. 2002. Cancer Res.62, 5967.
Mori, T., et al. 2001. Exp. Biol. Med.226, 429.
Yamada, A., et al. 2000. Inflamm. Res.49, 144.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

wgk_germany

WGK 1

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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