An inhibitor of MMP-2 and MMP-9
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MMP-2/MMP-9 Inhibitor I

Item No. 20315

Technical Information
Formal Name
N-([1,1'-biphenyl]-4-ylsulfonyl)-D-phenylalanine
CAS Number
193807-58-8
Synonyms
  • Matrix Metalloproteinase-2/Matrix Metalloproteinase-9 Inhibitor I
Molecular Formula
C21H19NO4S
Formula Weight
Purity
≥99%
Formulation
A solid
DMSO: 25 mg/ml
SMILES
O=S(C(C=C1)=CC=C1C2=CC=CC=C2)(N[C@@H](C(O)=O)CC3=CC=CC=C3)=O
InChi Code
InChI=1S/C21H19NO4S/c23-21(24)20(15-16-7-3-1-4-8-16)22-27(25,26)19-13-11-18(12-14-19)17-9-5-2-6-10-17/h1-14,20,22H,15H2,(H,23,24)/t20-/m1/s1
InChi Key
JBYHBQIDTNHWJF-HXUWFJFHSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    MMP-2/MMP-9 inhibitor I is a potent inhibitor of matrix metalloproteinase-2 (MMP-2) and MMP-9 (IC50s = 310 and 240 nM, respectively).1 It acts by binding zinc at the active site of these MMPs. MMP-2/MMP-9 inhibitor I is active in vivo as well as in vitro and blocks MMP-2/MMP-9-dependent invasion, tumor growth, and metastasis in both cell culture and mouse tumor models.1 This compound has been used to elucidate the roles of MMP-2 and MMP-9 in diverse systems, including mammary epithelial cell transformation, neuronal dysfunction, lymphocyte recruitment, and progressive hereditary kidney disease.2,3,4,5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Tamura, Y., Watamane, F., Nakatani, T., et alHighly selective and orally active inhibitors of type IV collagenase (MMP-9 and MMP-2): N-sulfonylamino acid derivatives. J. Med. Chem. 41(4), 640-649 (1998).

    2. Dechow, T.B., Pedranzini, L., Leitch, A., et alRequirement of matrix metalloproteinase-9 for the transformation of human mammary epithelial cells by Stat3-C. Proc. Natl. Acad. Sci. USA 101(29), 10602-10607 (2004).

    3. Lim, K., Hyun, Y.-M., Lambert-Emo, K., et alNeutrophil trails guide influenza-specific CD8⁺ T cells in the airways. Science 349(6252), (2015).

    4. Mizoguchi, H., Yamada, K., and Nabeshima, T. Matrix metalloproteinases contribute to neuronal dysfunction in animal models of drug dependence, Alzheimer’s disease, and epilepsy. 2011:681385, (2011).

    5. Zeisberg, M., Khurana, M., Rao, V.H., et alStage-specific action of matrix metalloproteinases influences progressive hereditary kidney disease. PLoS Med. 3(4), (2006).