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96631

Sigma-Aldrich

Bis(2,2′-bipyridine)-4′-methyl-4-carboxybipyridine-ruthenium N-succinimidyl ester-bis(hexafluorophosphate)

BioReagent, suitable for fluorescence

Synonym(s):

Ru(bpy)2(mcbpy-O-Su-ester)(PF6)2

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About This Item

Empirical Formula (Hill Notation):
C36H29F12N7O4P2Ru
CAS Number:
136724-73-7
Molecular Weight:
1014.66
MDL number:
MFCD02683415
UNSPSC Code:
12352108
PubChem Substance ID:
57653770
NACRES:
NA.32

product line

BioReagent

Quality Level

100

form

powder

fluorescence

λex 458 nm; λem 628 nm in 0.1 M phosphate pH 7.0

suitability

suitable for fluorescence

shipped in

dry ice

storage temp.

−20°C

SMILES string

[Ru++].F[P-](F)(F)(F)(F)F.F[P-](F)(F)(F)(F)F.c1ccc(nc1)-c2ccccn2.c3ccc(nc3)-c4ccccn4.Cc5ccnc(c5)-c6cc(ccn6)C(=O)ON7C(=O)CCC7=O

InChI

1S/C16H13N3O4.2C10H8N2.2F6P.Ru/c1-10-4-6-17-12(8-10)13-9-11(5-7-18-13)16(22)23-19-14(20)2-3-15(19)21;2*1-3-7-11-9(5-1)10-6-2-4-8-12-10;2*1-7(2,3,4,5)6;/h4-9H,2-3H2,1H3;2*1-8H;;;/q;;;2*-1;+2

InChI key

UQJZJWDQEYXDCR-UHFFFAOYSA-N

Related Categories

Application

Bis(2,2′-bipyridine)-4′-methyl-4-carboxybipyridine-ruthenium N-succinimidyl ester-bis(hexafluorophosphate) has been used:
  • as a component in the preparation of ruthenium labelling agent solution (RuC) as an extrinsic fluorophore
  • to stain protein in mass cytometry
  • in the synthesis of ruthenium (Ru) gelatin
  • in the preparation of streptavidin-Ru(bpy)32+ mixture involved in aptamer-magnetic bead electrochemiluminescence (ECL) sandwich assays

Activated ester of ruthenium complex for acylation of amino acid side chain amines.

Features and Benefits

This dye has a long fluorescence lifetime (near 500 nanoseconds) with high photostability, good water solubility, a lack of dye-dye interactions and large Stokes′ shifts.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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Bernd Geisser et al.
Inorganic chemistry, 38(9), 2030-2037 (2001-10-24)
The pH-dependent photophysical properties of a series of polypyridyl ruthenium-substituted amino acids were investigated by steady-state and time-resolved luminescence spectroscopy. [H(3)N-DAPA(Rub(2)m)-OH](PF(6))(3) (1), [H(3)N-DABA(Rub(2)m)-OH](PF(6))(3) (2), [H(3)N-Orn(Rub(2)m)-OH](PF(6))(3) (3), and [H(3)N-Lys(Rub(2)m)-OH](PF(6))(3) (4) were obtained by formation of an amide link between the omega-NH(2)
B M Peek et al.
International journal of peptide and protein research, 38(2), 114-123 (1991-08-01)
Boc-L-Lysine derivatives and lysine-containing peptides bearing the electron donor 10H-phenothiazine (PTZ) or the redox chromophore tris(2,2'-bipyridine)ruthenium(II) dication ([Rub3]2+, where b is 2,2'-bipyridine) have been synthesized and characterized. SeO2 oxidation (53% yield) of 4,4'-dimethyl-2,2'-bipyridine, Ag2O oxidation (85% yield) of the monoaldehyde
Preliminary development of a DNA aptamer-magnetic bead capture electrochemiluminescence sandwich assay for brain natriuretic peptide
Bruno J, et al.
Microchemical Journal, Devoted to the Application of Microtechniques in All Branches of Science, 115, 32-38 (2014)
CellCycleTRACER accounts for cell cycle and volume in mass cytometry data
Rapsomaniki M, et al.
Nature Communications, 9(1), 632-632 (2018)
Fluorometric enzymatic autoindicating biosensor for H2O2 determination based on modified catalase
Ortega E, et al.
Biosensors And Bioelectronics, 41, 150-156 (2013)
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