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S1326

Sigma-Aldrich

SB−3CT

≥98% (HPLC), powder

Synonym(s):

2-[[(4-phenoxyphenyl)sulfonyl]methyl]-Thiirane

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About This Item

Empirical Formula (Hill Notation):
C15H14O3S2
CAS Number:
Molecular Weight:
306.40
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Quality Level

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

Related Categories

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.
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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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