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SML0678

Sigma-Aldrich

Pyridostatin trifluoroacetate salt

≥98% (HPLC)

Synonym(s):

4-(2-Aminoethoxy)-N2,N6-bis[4-(2-aminoethoxy)-2-quinolinyl]-2,6-pyridinedicarboxamide trifluoroacetate salt, RR82 trifluoroacetate salt

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About This Item

Empirical Formula (Hill Notation):
C31H32N8O5 · xC2HF3O2
CAS Number:
1085412-37-8
Molecular Weight:
596.64 (free base basis)
MDL number:
MFCD26142941
UNSPSC Code:
12352202
PubChem Substance ID:
329825581
NACRES:
NA.77

Assay

≥98% (HPLC)

form

powder

storage condition

protect from light

color

white to beige

solubility

H2O: 15 mg/mL, clear

storage temp.

−20°C

SMILES string

OC(C(F)(F)F)=O.O=C(NC1=CC(OCCN)=C(C=CC=C2)C2=N1)C3=CC(OCCN)=CC(C(NC4=NC(C=CC=C5)=C5C(OCCN)=C4)=O)=N3

InChI

1S/C31H32N8O5.C2HF3O2/c32-9-12-42-19-15-24(30(40)38-28-17-26(43-13-10-33)20-5-1-3-7-22(20)36-28)35-25(16-19)31(41)39-29-18-27(44-14-11-34)21-6-2-4-8-23(21)37-29;3-2(4,5)1(6)7/h1-8,15-18H,9-14,32-34H2,(H,36,38,40)(H,37,39,41);(H,6,7)

InChI key

SLFYRKZWSPFGQZ-UHFFFAOYSA-N

Application

Pyridostatin trifluoroacetate salt has been used as a G-quadruplex (G4) stabilizer to study interactions between RNA G4 and ligand molecules.

Biochem/physiol Actions

Pyridostatin is a highly selective G-quadruplex 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 G-quadruplexes, inducing DNA damage and cell-cycle arrest.

Other Notes

Light sensitive

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

SML0678-25MG:
SML0678-BULK:
SML0678-5MG:
SML0678-VAR:

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Chandran A
Advancing Development of Synthetic Gene Regulators: With the Power of High-Throughput Sequencing in Chemical Biology. (2017)
RNA Helicase DDX1 Converts RNA G-Quadruplex Structures into R-Loops to Promote IgH Class Switch Recombination.
de Almeida C R, et al.
Molecular Cell (2018)
Investigation of higher-order RNA G-quadruplex structures in vitro and in living cells by 19 F NMR spectroscopy.
Bao H L and Yan X
Nature Protocols, 13(4), 652-652 (2018)
Wei Wu et al.
Nature structural & molecular biology, 27(5), 424-437 (2020-05-14)
Oncogene activation during tumorigenesis generates DNA replication stress, a known driver of genome rearrangements. In response to replication stress, certain loci, such as common fragile sites and telomeres, remain under-replicated during interphase and subsequently complete locus duplication in mitosis in
Diana C Odermatt et al.
PLoS genetics, 16(6), e1008740-e1008740 (2020-06-17)
FANCJ/BRIP1 is an iron-sulfur (FeS) cluster-binding DNA helicase involved in DNA inter-strand cross-link (ICL) repair and G-quadruplex (G4) metabolism. Mutations in FANCJ are associated with Fanconi anemia and an increased risk for developing breast and ovarian cancer. Several cancer-associated mutations
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