Ethidium homodimer

Base Information

• Chemical Name: Ethidium homodimer
• CAS No.: 61926-22-5
• Molecular Formula: C46H48 N8 . 2 Cl H . 2 Cl
• Molecular Weight: 795.6928
• European Community (EC) Number: 263-325-9
• ChEMBL ID: CHEMBL2159003
• Mol file: 61926-22-5.mol

Synonyms:4,7-diazadecyl-5,5'-bis(3,8-diamino-6-phenylphenanthridium) dichloride dihydrochloride;EthD-1;ethidium homodimer;ethidium homodimer-1

Chemical Property of Ethidium homodimer

Chemical Property:

• Melting Point: ≥250 °C(lit.)
• Flash Point: 85 °C
• PSA: 143.66000
• LogP: -2.85720
• Storage Temp.: −20°C
• Solubility.: DMF: soluble
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 13
• Exact Mass: 782.3378990
• Heavy Atom Count: 56
• Complexity: 1040

Purity/Quality:

97% ^*data from raw suppliers

EthidiumhomodimerIsolution ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,C
• Statements: 36/37/38-40-34-14
• Safety Statements: 26-36-23-45-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=C3C=C(C=CC3=C4C=CC(=CC4=[N+]2CCCNCCNCCC[N+]5=C6C=C(C=CC6=C7C=CC(=CC7=C5C8=CC=CC=C8)N)N)N)N.[Cl-].[Cl-]
• Uses: ETHIDIUM HOMODIMER is used as staining dye for ssDNA, dsDNA, RNA, oligonucleotides, and triplex DNA. It does not cross intact cell membranes and can be used to test cell viability and it is also a reagent for the fluorimetric detection of nucleic acids.

Refernces

Primary kinetic isotope effects on hydride transfer from 1,3-dimethyl-2-phenylbenzimidazoline to NAD⁺ analogues

10.1021/ja004232+

The research investigates the primary kinetic isotope effects (KIE) for hydride transfer reactions between NAD+ analogues (pyridinium, quinolinium, phenanthridinium, and acridinium ions) and 1,3-dimethyl-2-phenylbenzimidazoline in a 4:1 mixture of 2-propanol and water at 25 °C. The study finds that the KIE values systematically vary from 6.27 to 4.06 as the equilibrium constant changes from around 10 to 10^12. This variation is consistent with Marcus theory, which assumes no high-energy intermediates and suggests that the perpendicular effect, arising from changes in bond distances and orders in critical complexes, is primarily responsible for the observed changes in KIE. The parallel effect (Leffler-Hammond effect) contributes less due to the high intrinsic barrier. The study supports Marcus theory's applicability to hydride transfer reactions and highlights the significant role of corner-cutting tunneling in hydrogen transfer reactions.

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