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SML0364

Sigma-Aldrich

RAD51 Inhibitor B02

≥98% (HPLC)

Sinónimos:

3-(Phenylmethyl)-2-[(1E)-2-(3-pyridinyl)ethenyl]-4(3H)-quinazolinone

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About This Item

Fórmula empírica (notación de Hill):
C22H17N3O
Número de CAS:
1290541-46-6
Peso molecular:
339.39
MDL number:
MFCD03294274
UNSPSC Code:
12352200
PubChem Substance ID:
329825366
NACRES:
NA.77
En este momento no podemos mostrarle ni los precios ni la disponibilidad

Quality Level

100

assay

≥98% (HPLC)

form

powder

color

white to dark brown

solubility

DMSO: ≥5 mg/mL

storage temp.

2-8°C

SMILES string

O=C1N(CC2=CC=CC=C2)C(/C=C/C3=CN=CC=C3)=NC4=C1C=CC=C4

InChI

1S/C22H17N3O/c26-22-19-10-4-5-11-20(19)24-21(13-12-17-9-6-14-23-15-17)25(22)16-18-7-2-1-3-8-18/h1-15H,16H2/b13-12+

InChI key

GEKDQXSPTHHANP-OUKQBFOZSA-N

Application

RAD51 Inhibitor B02 has been used:
  • to test its effect on the polar body extrusion (PBE) rate in porcine oocytes [1]
  • for RAD51 inhibition in porcine embryos[2]
  • as RAD51 inhibitor and to test its effect on targeted nucleotide substitution (TNS) in induced pluripotent stem cells (iPSCs)[3]

Biochem/physiol Actions

B02 (3-(Phenylmethyl)-2-[(1E)-2-(3-pyridinyl)ethenyl]-4(3H)-quinazolinone), a pyridinylvinyl-quinazolinone compound is cell-permeable.[1] B02 inhibits human RAD51 recombinase and subsequent nucleofilaments formation.[1] It halts homologous recombination (HR) repair events in cancer cells. B02 favors apoptosis in multiple myeloma and is crucial for sensitizing them to doxorubicin.[4]

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificados de análisis (COA)

Lot/Batch Number
0000405550
0000405553
0000405550
0000405553
0000356262

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A small-molecule inhibitor of RAD51 reduces homologous recombination and sensitizes multiple myeloma cells to doxorubicin
Alagpulinsa DA, et al.
Frontiers in Oncology, 4, 289-289 (2014)
Ivana Murfuni et al.
PLoS genetics, 9(10), e1003910-e1003910 (2013-11-10)
In checkpoint-deficient cells, DNA double-strand breaks (DSBs) are produced during replication by the structure-specific endonuclease MUS81. The mechanism underlying MUS81-dependent cleavage, and the effect on chromosome integrity and viability of checkpoint deficient cells is only partly understood, especially in human
Inhibition of DNA repair protein RAD51 affects porcine preimplantation embryo development
Jin ZL, et al.
Reproduction (Cambridge, England), 157(3) (2019)
X Chen et al.
Oncogene, 35(1), 22-34 (2015-04-22)
Fanconi anemia (FA) is a genetic disease of bone marrow failure, cancer susceptibility, and sensitivity to DNA crosslinking agents. FANCD2, the central protein of the FA pathway, is monoubiquitinated upon DNA damage, such as crosslinkers and replication blockers such as
Arthur Aubry et al.
Oncogene, 39(31), 5338-5357 (2020-06-24)
Local intravitreal or intra-arterial chemotherapy has improved therapeutic success for the pediatric cancer retinoblastoma (RB), but toxicity remains a major caveat. RB initiates primarily with RB1 loss or, rarely, MYCN amplification, but the critical downstream networks are incompletely understood. We
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