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Merck
CN

SML2690

Pyridostatin hydrochloride

≥98% (HPLC), powder, G-quadruplex DNA stabilizing agent

Synonym(s):

4-(2-Aminoethoxy)-N2,N6-bis(4-(2-aminoethoxy)quinolin-2-yl)pyridine-2,6-dicarboxamide hydrochloride, 4-(2-Aminoethoxy)-N2,N6-bis[4-(2-aminoethoxy)-2-quinolinyl]-2,6-pyridinedicarboxamide hydrochloride, RR 82 HCl, RR-82 HCl, RR82 HCl

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About This Item

Empirical Formula (Hill Notation):
C31H32N8O5 · xHCl
Molecular Weight:
596.64 (free base basis)
MDL number:
MFCD25976689
UNSPSC Code:
12352200
NACRES:
NA.77

Key Documents

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Product Name

Pyridostatin hydrochloride, ≥98% (HPLC)

Assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

SMILES string

NCCOc1cc(nc(c1)C(=O)Nc4nc5c(c(c4)OCCN)cccc5)C(=O)Nc2nc3c(c(c2)OCCN)cccc3

InChI key

VGHSATQVJCTKEF-UHFFFAOYSA-N

Related Categories

Application

Pyridostatin hydrochloride has been used as a G-quadruplex (G4)-stabilizing ligand to check the effect of G4s on fork progression. It has also been used as a G4-stabilizing ligand to study the effect of G4 on apurinic/apyrimidinic endonuclease 1 (APE1) mediated Kirsten rat sarcoma virus (KRAS) expression in pancreatic ductal adenocarcinoma (PDAC) cell lines.

Biochem/physiol Actions

Pyridostatin is a highly selective G-quadruplex (G4) interacting molecule. It retards the growth of human cancer cells by inducing replication/transcription dependent on DNA damage. Pyridostatin stabilizes G-quadruplexes, targeting the proto-oncogene SRC and telomeric G4, inducing DNA damage and cell-cycle arrest.
Stabilizer of G-quadruplexes (G4).

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000489461
0000489461
0000475860
0000475860
0000454101

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Kaitlin Johnson et al.
RNA (New York, N.Y.), 30(9), 1213-1226 (2024-06-26)
Telomere replication is essential for continued proliferation of human cells, such as stem cells and cancer cells. Telomerase lengthens the telomeric G-strand, while C-strand replication is accomplished by CST-polymerase α-primase (CST-PP). Replication of both strands is inhibited by formation of
Hong-Liang Bao et al.
Nature protocols, 13(4), 652-665 (2018-03-09)
Growing evidence indicates that RNA G-quadruplexes have important roles in various processes such as transcription, translation, regulation of telomere length, and formation of telomeric heterochromatin. Investigation of RNA G-quadruplex structures associated with biological events is therefore essential to understanding the
Charanya Kumar et al.
eLife, 10 (2021-09-09)
R-loops are a major source of genome instability associated with transcription-induced replication stress. However, how R-loops inherently impact replication fork progression is not understood. Here, we characterize R-loop-replisome collisions using a fully reconstituted eukaryotic DNA replication system. We find that
Alessio De Magis et al.
Proceedings of the National Academy of Sciences of the United States of America, 116(3), 816-825 (2018-12-29)
G quadruplexes (G4s) and R loops are noncanonical DNA structures that can regulate basic nuclear processes and trigger DNA damage, genome instability, and cell killing. By different technical approaches, we here establish that specific G4 ligands stabilize G4s and simultaneously
Suravi Pramanik et al.
Nucleic acids research, 50(6), 3394-3412 (2022-03-15)
Pancreatic ductal adenocarcinoma (PDAC), one of the most aggressive types of cancer, is characterized by aberrant activity of oncogenic KRAS. A nuclease-hypersensitive GC-rich region in KRAS promoter can fold into a four-stranded DNA secondary structure called G-quadruplex (G4), known to
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