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D7910

Sigma-Aldrich

3,4-Dichloroisocoumarin

serine protease inhibitor

Synonym(s):

3,4-DCI, 3,4-Dichloro-2-benzopyran-1-one

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About This Item

Empirical Formula (Hill Notation):
C9H4Cl2O2
CAS Number:
51050-59-0
Molecular Weight:
215.03
Beilstein:
6802625
MDL number:
MFCD00036960
UNSPSC Code:
12352202
PubChem Substance ID:
24278386
NACRES:
NA.77

Quality Level

200

Assay

≥98% (TLC)

form

powder

solubility

ethyl acetate: 49.00-51.00 mg/mL, clear, colorless to faintly yellow

storage temp.

2-8°C

SMILES string

ClC1=C(Cl)c2ccccc2C(=O)O1

InChI

1S/C9H4Cl2O2/c10-7-5-3-1-2-4-6(5)9(12)13-8(7)11/h1-4H

InChI key

SUGXUUGGLDCZKB-UHFFFAOYSA-N

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Application

Useful in a rapid staining method for identification of macrophages; counts by this method were confirmed by the more complex morphological criteria, by phagocytosis, and by the presence of Fc receptors.

Other Notes

Effective concentration 5-100 μM.

Quantity

Half-life = 20 min at pH 7.5.

Substrates

Serine protease inhibitor. Active towards a wide range of serine proteases including granzymes. Not active toward β-lactamases.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301,H315,H319,H335

Hazard Classifications

Acute Tox. 3 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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V Conseil et al.
Antimicrobial agents and chemotherapy, 43(6), 1358-1361 (1999-05-29)
We investigated the effect of protease inhibitors on the asexual development of the protozoan parasite Toxoplasma gondii. Among the inhibitors tested only two irreversible serine protease inhibitors, 3,4-dichloroisocoumarin and 4-(2-aminoethyl)-benzenesulfonyl fluoride, clearly prevented invasion of the host cells by specifically
A Weihofen et al.
The Journal of biological chemistry, 275(40), 30951-30956 (2000-08-02)
Signal peptides of secretory and membrane proteins are generated by proteolytic processing of precursor proteins after insertion into the endoplasmic reticulum membrane. Liberated signal peptides can be further processed, and the resulting N-terminal fragments are released toward the cytosol, where
Premkumari Kumarathasan et al.
Particle and fibre toxicology, 15(1), 34-34 (2018-08-12)
There is a paucity of mechanistic information that is central to the understanding of the adverse health effects of source emission exposures. To identify source emission-related effects, blood and saliva samples from healthy volunteers who spent five days near a
Chiara Battistini et al.
International journal of molecular sciences, 20(23) (2019-12-01)
Cadherins are a major family of cell-cell adhesive receptors, which are implicated in development, tissue homeostasis, and cancer. Here, we show a novel mechanism of post-translational regulation of E-cadherin in cancer cells by an intramembrane protease of the Rhomboid family
Diego López León et al.
iScience, 23(3), 100932-100932 (2020-03-11)
Pathogenic bacteria secrete virulence factors that interact with the human host to establish infections. The human immune system evolved multiple mechanisms to fight bacterial invaders, including immune proteases that were demonstrated to contribute crucially to antibacterial defense. Here we show
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