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MW 306.4 Da, Purity >98%. Potent, competitive and non-selective MMP-2 and MMP-9 inhibitor (Ki values are 13.9 and 600 nM for MMP-2 and MMP-9 respectively). Does not alter the activity of MMP-1, MMP-3 or MMP-7 (Ki values are 206 (MMP-1), 15 (MMP-3) and 96 (MMP-7) μM). Neuroprotective and blood-brain barrier permeable.

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Images

Chemical Structure - SB-3CT, MMP-2 and MMP-9 inhibitor (AB141579), expandable thumbnail

Publications

Key facts

CAS number
292605-14-2
Purity
> 98%
Form
Solid
Molecular weight
306.4 Da
Molecular formula
C15H14O3S2
PubChem identifier
9883002
Nature
Synthetic

Alternative names

Recommended products

MW 306.4 Da, Purity >98%. Potent, competitive and non-selective MMP-2 and MMP-9 inhibitor (Ki values are 13.9 and 600 nM for MMP-2 and MMP-9 respectively). Does not alter the activity of MMP-1, MMP-3 or MMP-7 (Ki values are 206 (MMP-1), 15 (MMP-3) and 96 (MMP-7) μM). Neuroprotective and blood-brain barrier permeable.

Key facts

Purity
> 98%
PubChem identifier
9883002
Solubility

Soluble in DMSO to 25 mM.

Soluble in ethanol.

Biochemical name
2-[(4-Phenoxyphenyl)sulfonylmethyl]thiirane
Biological description

Potent, competitive and non-selective MMP-2 and MMP-9 inhibitor (Ki values are 13.9 and 600 nM for MMP-2 and MMP-9 respectively). Does not alter the activity of MMP-1, MMP-3 or MMP-7 (Ki values are 206 (MMP-1), 15 (MMP-3) and 96 (MMP-7) μM). Neuroprotective and blood-brain barrier permeable.

Canonical SMILES
C1C(S1)CS(=O)(=O)C2=CC=C(C=C2)OC3=CC=CC=C3
InChI
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
InChIKey
LSONWRHLFZYHIN-UHFFFAOYSA-N
IUPAC name
2-[(4-phenoxyphenyl)sulfonylmethyl]thiirane

Storage

Shipped at conditions
Ambient - Can Ship with Ice
Appropriate short-term storage conditions
-20°C
Appropriate long-term storage conditions
-20°C
Storage information
Store under desiccating conditions, The product can be stored for up to 12 months

Supplementary info

This supplementary information is collated from multiple sources and compiled automatically.
Activity summary

MMP14 also known as MT1-MMP MMP2 and MMP9 are enzymes in the matrix metalloproteinase (MMP) family which are zinc-dependent endopeptidases. They play major role in degrading extracellular matrix proteins. MMP14 has a molecular mass of about 66 kDa and is expressed in various tissues including the brain and connective tissues. MMP2 often referred as gelatinase A weighs approximately 72 kDa while MMP9 or gelatinase B is around 92 kDa. Both MMP2 and MMP9 appear in many cell types like macrophages neutrophils and fibroblasts. Their expression promotes tissue remodeling and repair.

Biological function summary

MMP14 MMP2 and MMP9 are significant in matrix remodeling processes. These proteins can form active complexes in presence of TIMPs (tissue inhibitors of metalloproteinases) regulating their activity. They break down not just structural proteins in extracellular matrix but also bioactive molecules impacting cellular functions such as migration invasion and angiogenesis. This biological activity of MMPs is critical in both physiological development and pathological processes.

Pathways

MMP14 MMP2 and MMP9 contribute significantly to the ECM-receptor interaction pathway and the PI3K-AKT signaling pathway. These pathways influence cell survival proliferation and migration. Additionally they relate to proteins like TIMP1 and TIMP2 that regulate their enzymatic activity. By integrating these pathways MMPs sustain important mechanisms in tissue homeostasis and pathological conditions such as tissue fibrosis and cancer progression.

Associated diseases and disorders

MMP14 MMP2 and MMP9 have strong associations with cancer and arthritis. These enzymes facilitate cancer invasion and metastasis by degrading surrounding tissue barriers often seen in a range of tumorigenic processes. In arthritis particularly rheumatoid arthritis their imbalance leads to enhanced cartilage degradation. Connecting to this role in disease are proteins like cytokines and growth factors that induce MMP expression further implicating them in disease etiology and progression.

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1 product image

  • Chemical Structure - SB-3CT, MMP-2 and MMP-9 inhibitor (ab141579), expandable thumbnail

    Chemical Structure - SB-3CT, MMP-2 and MMP-9 inhibitor (ab141579)

    2D chemical structure image of ab141579, SB-3CT, MMP-2 and MMP-9 inhibitor

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Product protocols

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