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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

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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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
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)
Zhejian Li et al.
Analytical sciences : the international journal of the Japan Society for Analytical Chemistry, 35(2), 195-199 (2018-10-10)
A novel gold nanoprobe for a sensitive and simple determination of a prostate-specific antigen (PSA) was designed on the basis of homogeneous detection and a peptide cleavage reaction. The gold nanoprobe (AuNPs-peptide-Ru1) consisted of a specific peptide tagged with a
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