Phen-DC3

• CAT Number: I010169
• CAS Number: 929895-45-4
• Molecular Formula: C34H26N6O2 . 2 CF3O3S
• Molecular Weight: 848.75
• Purity: 95%
• Storage: 0 - 4 °C for short term, or -20 °C for long term
• IUPAC Name: 2-N,9-N-bis(1-methylquinolin-1-ium-3-yl)-1,10-phenanthroline-2,9-dicarboxamide;trifluoromethanesulfonate
• InChI: InChI=1S/C34H24N6O2.2CHF3O3S/c1-39-19-25(17-23-7-3-5-9-29(23)39)35-33(41)27-15-13-21-11-12-22-14-16-28(38-32(22)31(21)37-27)34(42)36-26-18-24-8-4-6-10-30(24)40(2)20-26;2*2-1(3,4)8(5,6)7/h3-20H,1-2H3;2*(H,5,6,7)
• InChIKey: PYJCATLYPXPYHF-UHFFFAOYSA-N
• SMILES: C[N+]1=CC(=CC2=CC=CC=C21)NC(=O)C3=NC4=C(C=CC5=C4N=C(C=C5)C(=O)NC6=CC7=CC=CC=C7[N+](=C6)C)C=C3.C(F)(F)(F)S(=O)(=O)[O-].C(F)(F)(F)S(=O)(=O)[O-]

Phen-DC3 (CAT: I010169) is a highly specific G-quadruplex ligand with the unique property of inhibiting G4-DNA unwinding by the Pif1 helicase in vitro. G-quadruplexes are stable secondary structures formed by guanine-rich DNA sequences and play important roles in various biological processes, including gene regulation and telomere maintenance. Phen-DC3 selectively targets and binds to G-quadruplex structures, preventing their unwinding by the Pif1 helicase, an enzyme involved in DNA replication and repair. This specific inhibition of G4-DNA unwinding by Phen-DC3 highlights its potential as a valuable tool for studying G-quadruplex-related processes and exploring therapeutic applications targeting G-quadruplex structures.

Reference

1: Chung WJ, Heddi B, Hamon F, Teulade-Fichou MP, Phan AT. Solution structure of a G-quadruplex bound to the bisquinolinium compound Phen-DC(3). Angew Chem Int Ed Engl. 2014 Jan 20;53(4):999-1002. doi: 10.1002/anie.201308063. Epub 2013 Dec 16. PubMed PMID: 24356977.
2: Lopes J, Piazza A, Bermejo R, Kriegsman B, Colosio A, Teulade-Fichou MP, Foiani M, Nicolas A. G-quadruplex-induced instability during leading-strand replication. EMBO J. 2011 Aug 26;30(19):4033-46. doi: 10.1038/emboj.2011.316. PubMed PMID: 21873979; PubMed Central PMCID: PMC3209785.
3: Piazza A, Boulé JB, Lopes J, Mingo K, Largy E, Teulade-Fichou MP, Nicolas A. Genetic instability triggered by G-quadruplex interacting Phen-DC compounds in Saccharomyces cerevisiae. Nucleic Acids Res. 2010 Jul;38(13):4337-48. doi: 10.1093/nar/gkq136. Epub 2010 Mar 11. PubMed PMID: 20223771; PubMed Central PMCID: PMC2910037.