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Sigma-Aldrich

MMP-2/MMP-9 Inhibitor IV

The MMP-2/MMP-9 Inhibitor IV, also referenced under CAS 292605-14-2, controls the biological activity of MMP-2/MMP-9. This small molecule/inhibitor is primarily used for Protease Inhibitors applications.

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Synonym(s):
MMP-2/MMP-9 Inhibitor IV, SB-3CT
Empirical Formula (Hill Notation):
C15H14O3S2
CAS Number:
292605-14-2
Molecular Weight:
306.40
MDL number:
MFCD09836266
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

100

Assay

≥95% (HPLC)

form

solid

potency

13.9 nM Ki

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
protect from light

color

off-white

solubility

DMSO: 100 mg/mL

shipped in

ambient

storage temp.

−20°C

InChI

1S/C15H14O3S2/c16-20(17,11-14-10-19-14)15-8-6-13(7-9-15)18-12-4-2-1-3-5-12/h1-9,14H,10-11H2

InChI key

LSONWRHLFZYHIN-UHFFFAOYSA-N

General description

A potent, selective, slow-binding and mechanism-based inhibitor of human gelatinases, MMP-2 (Ki = 13.9 nM) and MMP-9 (Ki = 600 nM). It also exhibits a covalent mechanism based behavior in inhibition of these enzymes. This inhibitor appears to have similarity to TIMP-1 and TIMP-2 in the slow-binding component of inhibition. Shown to directly bind to the zinc in the catalytic site of MMP-2. Does not affect the activities of MMP-1 (Ki = 206 µM) MMP-3 (Ki = 15 µM), or MMP-7 (Ki = 96 µM).
A potent, selective, slow-binding and mechanism-based inhibitor of human gelatinases, MMP-2 (Ki = 13.9 nM), and MMP-9 (Ki = 600 nM). This inhibitor appears to behave similarly to TIMP-1 and TIMP-2 in the slow-binding component of inhibition. Also exhibits a covalent mechanism-based behavior in inhibition of these enzymes. Binds directly to the catalytic zinc ion on MMP-2.

Biochem/physiol Actions

Cell permeable: no
Product does not compete with ATP.
Reversible: no

Packaging

Packaged under inert gas

Warning

Toxicity: Standard Handling (A)

Other Notes

Krüger, A., et al. 2005. Cancer Res.65, 3523.
Kleinfeld, O., et al. 2001. J. Biol. Chem.276, 17125.
Brown, S., et al. 2000. J. Am. Chem. Soc.122, 6799.

Legal Information

Sold under license of U.S. Patent 6,703,415.
CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

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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