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Merck

SML2986

NSC 15520

≥98% (HPLC)

Synonym(s):

15-Carboxy-13-isopropylatis-13-ene-17,18-dioic acid, NSC15520

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About This Item

Empirical Formula (Hill Notation):
C24H34O6
CAS Number:
Molecular Weight:
418.52
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
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Product Name

NSC 15520, ≥98% (HPLC)

SMILES string

[P](=O)(OCC\C(=C(/N(Cc2c(nc(nc2)C)N)C=O)\C)\SC(=O)c1ccccc1)(O)O

InChI

1S/C19H23N4O6PS/c1-13(23(12-24)11-16-10-21-14(2)22-18(16)20)17(8-9-29-30(26,27)28)31-19(25)15-6-4-3-5-7-15/h3-7,10,12H,8-9,11H2,1-2H3,(H2,20,21,22)(H2,26,27,28)/b17-13+

InChI key

BTNNPSLJPBRMLZ-GHRIWEEISA-N

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

−20°C

Quality Level

Biochem/physiol Actions

Inhibitor of the RPA70 N-terminal protein interaction domain
NSC15520 is an inhibitor of the N-terminal protein interaction domain of Replication Protein A (RPA), the major single-stranded DNA binding protein in eukaryotes, which is required for DNA replication, DNA repair, DNA recombination, and DNA damage response signaling. It has been shown to block the association of RPA to p53 and RAD9. In pluripotent stem cells, NSC 15520 increased targeted nucleotide substitutions in CRISPER reactions using Cas9n and Cpf1. It has been used along with a group of other small molecules to achieve a 2.8 to 7.2-fold increase in precision gene editing with Cas9.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Jason G Glanzer et al.
Bioorganic & medicinal chemistry, 19(8), 2589-2595 (2011-04-05)
The pharmacological suppression of the DNA damage response and DNA repair can increase the therapeutic indices of conventional chemotherapeutics. Replication Protein A (RPA), the major single-stranded DNA binding protein in eukaryotes, is required for DNA replication, DNA repair, DNA recombination
Stephan Riesenberg et al.
Nature communications, 9(1), 2164-2164 (2018-06-06)
A now frequently used method to edit mammalian genomes uses the nucleases CRISPR/Cas9 and CRISPR/Cpf1 or the nickase CRISPR/Cas9n to introduce double-strand breaks which are then repaired by homology-directed repair using DNA donor molecules carrying desired mutations. Using a mixture

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