λ2-ruthenium(2+) ion bis(2-(pyridin-2-yl)pyridine) bis(hexafluoro-λ5-phosphanuide) 2,5-dioxopyrrolidin-1-yl 2-(4-{[(2,5-dioxopyrrolidin-1-yl)oxy]carbonyl}pyridin-2-yl)pyridine-4-carboxylate

• ChemBase ID: 155893
• Molecular Formular: C40H30F12N8O8P2Ru
• Molecular Mass: 1141.7133604
• Monoisotopic Mass: 1142.05137086
• SMILES: c1ccnc(c1)c1ccccn1.c1ccnc(c1)c1ccccn1.c1cnc(cc1C(=O)ON1C(=O)CCC1=O)c1cc(ccn1)C(=O)ON1C(=O)CCC1=O.F[P-](F)(F)(F)(F)F.F[P-](F)(F)(F)(F)F.[Ru+2]
• Canonical SMILES: c1ccc(nc1)c1ccccn1.c1ccc(nc1)c1ccccn1.F[P-](F)(F)(F)(F)F.F[P-](F)(F)(F)(F)F.O=C1CCC(=O)N1OC(=O)c1ccnc(c1)c1nccc(c1)C(=O)ON1C(=O)CCC1=O.[Ru+2]
• InChI: InChI=1S/C20H14N4O8.2C10H8N2.2F6P.Ru/c25-15-1-2-16(26)23(15)31-19(29)11-5-7-21-13(9-11)14-10-12(6-8-22-14)20(30)32-24-17(27)3-4-18(24)28;2*1-3-7-11-9(5-1)10-6-2-4-8-12-10;2*1-7(2,3,4,5)6;/h5-10H,1-4H2;2*1-8H;;;/q;;;2*-1;+2
• InChIKey: HIPJTYPALXAMBX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: λ^2-ruthenium(2+) ion bis(2-(pyridin-2-yl)pyridine) bis(hexafluoro-λ^5-phosphanuide) 2,5-dioxopyrrolidin-1-yl 2-(4-{[(2,5-dioxopyrrolidin-1-yl)oxy]carbonyl}pyridin-2-yl)pyridine-4-carboxylate
• IUPAC Traditional name: λ^2-ruthenium(2+) ion bis(bipyridyl) 2,5-dioxopyrrolidin-1-yl 2-(4-{[(2,5-dioxopyrrolidin-1-yl)oxy]carbonyl}pyridin-2-yl)pyridine-4-carboxylate dihexafluorophosphate
• Synonyms: Ru(bpy)2(dcbpy-di O-Su-ester)(PF6)2; Bis(2,2′-bipyridine)-4,4′-dicarboxybipyridine-ruthenium di(N-succinimidyl ester) bis(hexafluorophosphate)

Database IDs

• CAS Number: 160525-49-5
• MDL Number: MFCD02683416
• PubChem SID: 24890332; 162250031
• PubChem CID: 16218821

CALCULATED PROPERTIES

• Acid pKa: 17.396233
• H Acceptors: 8
• H Donor: 0
• LogD (pH = 5.5): 0.41113597
• LogD (pH = 7.4): 0.4111632
• Log P: 0.41116357
• Molar Refractivity: 101.7564 cm^3
• Polarizability: 40.69322 Å^3
• Polar Surface Area: 153.14 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Fluorescence: λex 458 nm; λem 647 nm in 0.1 M phosphate pH 7.0

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Suitability: suitable for fluorescence
• Shipped in: dry ice
• Product Line: BioReagent
• Empirical Formula (Hill Notation): C40H30F12N8O8P2Ru

DETAILS

Sigma Aldrich - 96632

Application
Ruthenium-ligand belonging to a new class of long-lived fluorophores for protein hydrodynamics.
Features and Benefits
Sigma-Aldrich offers a series of reactive dyes based on ruthenium complexes for use in fluorescence polarization assays and fluorescence lifetime imaging applications. They have been designed specifically to have long fluorescence lifetimes. These dyes were first synthesized in the labs of Dr. Joseph Lakowicz at the Center for Fluorescence Microscopy. These laser-excitable metal ligand complexes have fluorescence lifetimes near 500 nanoseconds. These dyes can be used to label amines on biomolecules under mild conditions. Advantages of these dyes as protein labels include high photostability, good water solubility, a lack of dye-dye interactions and large Stokes’ shifts. In addition, the fluorescence signal of long-lived fluorophores can be gated to eliminate the emission from short-lifetime fluorophores and autofluorescence from cells and biomolecules to further improve sensitivity.