Mirin

Names

[ Name ]:
Mirin

[Synonym ]:
5-(4-Hydroxy-benzylidene)-2-imino-thiazolidin-4-one
4(5H)-Thiazolone, 2-amino-5-[(4-hydroxyphenyl)methylene]-, (5Z)-
Mirin
(5Z)-2-Amino-5-(4-hydroxybenzylidene)-1,3-thiazol-4(5H)-one
4-Thiazolidinone, 5-(p-hydroxybenzylidene)-2-imino-
MRN-ATM Pathway Inhibitor,Mirin
Lu AA 47070

Biological Activity

[Description]:

Mirin is a potent Mre11-Rad50-Nbs1 (MRN) complex inhibitor. Mirin prevents MRN-dependent activation of ATM (IC50=12 μM) without affecting ATM protein kinase activity, and it inhibits Mre11-associated exonuclease activity. Mirin abolishes the G2/M checkpoint and homology-dependent repair in mammalian cells. Mirin prevents ATM activation in response to DNA double-strand breaks (DSBs) and blocks homology-directed repair (HDR) in mammalian cells[1].

[Related Catalog]:

Research Areas >> Cancer

Signaling Pathways >> Cell Cycle/DNA Damage >> ATM/ATR

Signaling Pathways >> PI3K/Akt/mTOR >> ATM/ATR

[In Vitro]

Mirin inhibits H2AX phosphorylation with an IC50 of 66 μM. Mirin also inhibits the ATM-dependent phosphorylation of the downstream targets Nbs1 and Chk2 and the MRN-dependent autophosphorylation of ATM at Ser1981 in response to DSBs. Mirin induces a substantial G2 arrest at concentrations of 50 μM and 100 μM. Mirin (10-100 μM) inhibits homology-dependent DNA repair in TOSA4 cells[1]. BRCA2-deficient cells also showed hypersensitivity to the Mre11 inhibitor Mirin[2].

[References]

[1]. Dupré A, et al. A forward chemical genetic screen reveals an inhibitor of the Mre11-Rad50-Nbs1 complex. Nat Chem Biol. 2008;4(2):119-125.

[2]. Ying S, et al. Mre11-dependent degradation of stalled DNA replication forks is prevented by BRCA2 and PARP1. Cancer Res. 2012;72(11):2814-2821.

Chemical & Physical Properties

[ Density]:
1.5±0.1 g/cm3

[ Boiling Point ]:
441.6±55.0 °C at 760 mmHg

[ Molecular Formula ]:
C₁₀H₈N₂O₂S

[ Molecular Weight ]:
220.248

[ Flash Point ]:
220.8±31.5 °C

[ Exact Mass ]:
220.030655

[ PSA ]:
98.48000

[ LogP ]:
1.36

[ Vapour Pressure ]:
0.0±1.1 mmHg at 25°C

[ Index of Refraction ]:
1.718

[ Storage condition ]:
2-8°C

MSDS

Click to get detail MSDS

Safety Information

[ RIDADR ]:
NONH for all modes of transport

[ HS Code ]:
2934999090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2934999090

[ Summary ]:
2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Articles

Productive replication of human papillomavirus 31 requires DNA repair factor Nbs1.

J. Virol. 88(15) , 8528-44, (2014)

Activation of the ATM (ataxia telangiectasia-mutated kinase)-dependent DNA damage response (DDR) is necessary for productive replication of human papillomavirus 31 (HPV31). We previously found that DN...

DNA double-strand break repair pathway choice is directed by distinct MRE11 nuclease activities.

Mol. Cell. 53(1) , 7-18, (2014)

MRE11 within the MRE11-RAD50-NBS1 (MRN) complex acts in DNA double-strand break repair (DSBR), detection, and signaling; yet, how its endo- and exonuclease activities regulate DSBR by nonhomologous en...

A central role of TRAX in the ATM-mediated DNA repair.

Oncogene 35 , 1657-70, (2016)

DNA repair is critical for the maintenance of genome stability. Upon genotoxic stress, dysregulated DNA repair may induce apoptosis. Translin-associated factor X (TRAX), which was initially identified...