Mirin

Synonym(s):(Z)-5-(4-Hydroxybenzylidene)-2-imino-1,3-thiazolidin-4-one, Mirin;MRN-ATM Pathway Inhibitor, Mirin - CAS 299953-00-7 - Calbiochem

CAS NO.：299953-00-7
Empirical Formula: C10H8N2O2S
Molecular Weight: 220.25
MDL number: MFCD05885480
EINECS: 683-709-3
SAFETY DATA SHEET (SDS)
Update Date: 2023-07-14 17:38:04

What is Mirin?

Description

Mirin is an inhibitor of the Mre11/Rad50/Nbs1 (MRN) complex, which functions as a DNA damage sensor and activates the DNA repair enzyme ataxia-telangiectasia mutated kinase (ATM). It inhibits phosphorylation of H2AX induced by DNA containing dsDNA breaks (DSBs), indicating decreased ATM activation, with an IC₅₀ value of 66 μM in X. laevis cell-free extracts. Mirin (100 μM) also inhibits the exonuclease activity of Mre11 in a cell-free assay. It induces cell cycle arrest at the G₂ phase in TOSA4 cells and inhibits homology-dependent repair in HEK293 cells in a concentration-dependent manner. Nanoparticle-encapsulated mirin (50 mg/kg) reduces tumor growth in an LA-N-5 mouse xenograft model.

The Uses of Mirin

The Mre11-Rad50-Nbs1 (MRN) complex acts as a DNA damage sensor, maintains genome stability during DNA replication, and activates and recruits ataxia-telangiectasia mutated (ATM) to damaged DNA. The genes that encode the MRN proteins are all essential for cell viability, so functional studies of MRN cannot involve deletion of these genes. Mirin is an inhibitor of MRN, inhibiting MRN-dependent phosphorylation of histone H2AX (IC50 = 66 μM). Through its effects on MRN, mirin prevents activation of ATM. Inhibition of MRN centers on the ability of mirin to block the nuclease activity of Mre11, rather than altering DNA-binding or MRN complex formation. In cells, mirin induces G2 arrest, abolishes the radiation-induced G2/M checkpoint, and prevents homology-directed repair of DNA damage.[Cayman Chemical]

The Uses of Mirin

Mirin has been used:

as a small molecule inhibitor of meiotic recombination 11 (MRE11), in the pre-treatment of HCT116 wildtype cells before irradiation
as Mre11 inhibitior in BSC-1 cells infected with simian virus 40
in the pre-treatment of W12E cells for quantification of human papilloma virus (HPV) episome levels and to potentiate the effect of polyamide-25 (PA-25)

What are the applications of Application

MRN-ATM Pathway Inhibitor, Mirin is an inhibitor of Mre-11 and cell cycle arresting compound

Biochem/physiol Actions

Mirin is an inhibitor of the Mre11-Rad50-Nbs1 complex. It disrupts nuclease activity of Mre11 and thus, the ability to repair DNA double strand breaks.

References

1) Dupre et al. (2008), A forward chemical genetic screen reveals an inhibitor of the Mre11-Rad50-Nbs1 complex; Nat. Chem. Biol., 4 119

Properties of Mirin

Melting point:	295-297 °C(Solv: ethanol (64-17-5))
Boiling point:	441.6±55.0 °C(Predicted)
Density	1.49±0.1 g/cm3(Predicted)
storage temp.	2-8°C
solubility	DMSO: >10mg/mL
pka	9.15±0.30(Predicted)
form	Reddish orange powder
color	red to orange
Sensitive	Moisture Sensitive
Stability:	Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 3 months.

Safety information for Mirin

Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes	P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P304+P340:IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. P405:Store locked up.