S1326

SB−3CT

≥98% (HPLC), powder

• Synonym(s): 2-[[(4-phenoxyphenyl)sulfonyl]methyl]-Thiirane
• Empirical Formula (Hill Notation): C₁₅H₁₄O₃S₂
• CAS Number: 292605-14-2
• Molecular Weight: 306.40
• MDL number: MFCD09836266
• UNSPSC Code: 12352200
• PubChem Substance ID: 329824474
• NACRES: NA.77

Properties

• Quality Level: 100
• Assay: ≥98% (HPLC)
• form: powder
• storage condition: desiccated
• color: white to off-white
• solubility: DMSO: >20 mg/mL
• storage temp.: −20°C
• SMILES string: O=S(=O)(CC1CS1)c2ccc(Oc3ccccc3)cc2
• 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

Description

Application

SB−3CT has been used as irreversible inhibitor of matrix metallopeptidase 9 (MMP9) in cell cultures to exclude reciprocal regulation.

Biochem/physiol Actions

SB-3CT is a potent matrix metalloproteinase MMP-2 and MMP-9 inhibitor. Matrix metalloproteinases (MMPs) are involved in a number of activities including angiogenesis and embryogenesis. In particular, gelatinases A (MMP-2) and B (MMP-9), are thought to facilitate tumor metastasis. SB-3CT exhibits a covalent mechanism based behavior in inhibition of MMP-2 and MMP-9. This inhibitor appears to have similarity to TIMP-1 and TIMP-2 in the slow-binding component of inhibition. SB-3CT has been shown to directly bind to the zinc in the catalytic site of MMP-2. SB-3CT does not affect the activities of MMP-1 (Ki = 206 μM) MMP-3 (Ki = 15 μM), or MMP-7 (Ki = 96 μM).

Legal Information

Sold under license of U.S. Patent 6,703,415.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable