GLPBio

Cl-amidine

Catalog No.: GC35706Purity:>97.00%

Cl-amidine (N-α-benzoyl-N5-(2-chloro-1-iminoethyl)-l-ornithine amide), is a PAD4 inactivator with enhanced potency.

Products are for research use only. Not for human use. We do not sell to patients.


Cl-amidine
Cas No.: 913723-61-2
10mM (in 1mL DMSO)In Stock
$119.00
1
1mgIn Stock
$45.00
1
5mgIn Stock
$108.00
1
10mgIn Stock
$171.00
1
25mgIn Stock
$342.00
1
50mgIn Stock
$549.00
1
100mgIn Stock
$882.00
1

Citations

6 publicationsPublications from researchers using this product

Description

Cl-amidine (N-α-benzoyl-N5-(2-chloro-1-iminoethyl)-l-ornithine amide), is a PAD4 inactivator with enhanced potency. PAD Inhibitor was proved to exhibit enhanced cell killing in PAD-expressing osteosarcoma cells and block the formation of neutrophil extracellular traps. Cl-amidine, as a PAD inhibitor, could reduce the clinical signs and symptoms of colitis, and induced apoptosis of inflammatory cells. The inhibition of PAD by Cl-amidine markedly suppresses the production of CitH3, and neutralization of CitH3 improves survival markedly in septic mice.[1][2]

Cl-amidine is a more potent inhibitor of PAD which has the IC50 of 5.9 ± 0.3 μM. In vitro experiment indicated that Cl-amidine caused a cell cycle arrest at the G1 phase and miRNA-16 induction through a p53-mediated mechanism. In vivo experiment demonstrated that the enhancement of the p300GBD–GRIP1 interaction mediated by PAD4 was antagonized by Cl-amidine in a dose-dependent manner, and that Cl-amidine treatment caused only a minimal reduction in the efficiency of the interaction, indicating that the inhibitory effect of this compound targeted at the active PAD4 enzyme.[1][3]

References:
[1]. Luo Y, et al. Inhibitors and inactivators of protein arginine deiminase 4: functional and structural characterization. Biochemistry. 2006 Oct 3;45(39):11727-36.
[2].Ting Z, et al. Protective effect of Cl-amidine against CLP-induced lethal septic shock in mice. Sci Rep. 2016; 6: 36696
[3].Cui X, et al. The induction of microRNA-16 in colon cancer cells by protein arginine deiminase inhibition causes a p53-dependent cell cycle arrest. PLoS One. 2013;8(1):e53791.

Protocol

Cell experiment [1]:

Cell lines

HCT 116 wild-type (WT) colon cancer cells, HCT 116 p53−/− colon carcinoma cells, LS-180 colon cancer cells

Preparation Method

HCT 116 WT and p53−/− cells were cultured in McCoy's medium supplemented with 10% Newborn Calf Serum, 2 mM glutamine, penicillin (10 U/ml) and streptomycin (10 μg/ml). LS-180 colon cancer cells were cultured in DMEM Medium supplemented with 10% Newborn Calf Serum, 2 mM glutamine, penicillin (10 U/mL) and streptomycin (10 μg/mL).

Reaction Conditions

1×106 were incubated in 6 well plates in McCoy's 5A medium 1 day before treatment and then treated with 50 µg/mL Cl-amidine. The cells were harvested and fixed with ice cold ethanol. After washing with 1x PBS containing 0.5% BSA twice, the cells were incubated with DNA staining solution consisting of Propidium Iodide (PI; 10 µg/mL) and RNase (0.1 mg/mL) for 30 min at room temperature in the dark.

Applications

Cl-amidine could lead to a cell cycle arrest at the G1 phase through a p53-mediated mechanism. Cl-amidine could cause miRNA-16 induction in a p53-dependent manner.

Animal experiment [2]:

Animal models

Male C57BL/6J mice (18–26 g)

Preparation Method

Mice were injected with intra-peritoneal Cl-amidine dissolved in DMSO, or vehicle DMSO 1 h after cecal ligation and puncture (CLP). DMSO was also injected into mice that were not subjected to CLP (n = 12/group). Mortality was monitored for 10 days after surgeries.

Dosage form

40 mg/kg

Applications

Cl-amidine protects mice from sepsis-induced lethality. The inhibition of PAD by Cl-amidine significantly suppresses the CitH3 production, while the CitH3 neutralization markedly improves the survival in septic mice.

References:

[1]. Cui X, et al. The induction of microRNA-16 in colon cancer cells by protein arginine deiminase inhibition causes a p53-dependent cell cycle arrest. PLoS One. 2013;8(1):e53791.

[2]. Ting Z, et al. Protective effect of Cl-amidine against CLP-induced lethal septic shock in mice. Sci Rep. 2016; 6: 36696.

Product Documents

Purity:>97.00%Appearance:A solid

Chemical Properties

CAS No.
913723-61-2
SMILES
O=C(N[C@H](C(N)=O)CCCNC(CCl)=N)C1=CC=CC=C1
Molecular Formula
C14H19ClN4O2
Molecular Weight
310.78
Solubility
Soluble in DMSO
Storage
Store at -20°C
General tips
Select a suitable solvent according to the product solubility data. Once prepared, aliquot the stock solution to avoid repeated freeze-thaw cycles.
Use stock solutions within 6 months when stored at -80°C or within 1 month when stored at -20°C.
To improve solubility, warm the tube to 37°C and sonicate it for an appropriate period.
Shipping Condition
Evaluation samples are shipped with blue ice. Other available sizes are shipped at room temperature or with blue ice upon request.

CalculatorsMolarity / Dilution / Molecular Weight / Unit Conversion / In Vivo Formulation / Solubility

g/mol

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