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76886

Sigma-Aldrich

Tris(4,7-diphenyl-1,10-phenanthroline)ruthenium(II) dichloride complex

for fluorescence

Synonym(s):

Ru(ddp)

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About This Item

Empirical Formula (Hill Notation):
C72H48Cl2N6Ru
CAS Number:
36309-88-3
Molecular Weight:
1169.17
MDL number:
MFCD03095387
UNSPSC Code:
12352103
PubChem Substance ID:
329767411

grade

for fluorescence

Assay

≥95% (HPCE)

form

powder

solubility

DMF: soluble
chloroform: soluble
ethanol: soluble
methanol: soluble

fluorescence

λex 455 nm; λem 610-630 nm in 0.1 M phosphate pH 7.0

SMILES string

Cl[Ru]Cl.c1ccc(cc1)-c2ccnc3c2ccc4c(ccnc34)-c5ccccc5.c6ccc(cc6)-c7ccnc8c7ccc9c(ccnc89)-c%10ccccc%10.c%11ccc(cc%11)-c%12ccnc%13c%12ccc%14c(ccnc%13%14)-c%15ccccc%15

InChI

1S/3C24H16N2.2ClH.Ru/c3*1-3-7-17(8-4-1)19-13-15-25-23-21(19)11-12-22-20(14-16-26-24(22)23)18-9-5-2-6-10-18;;;/h3*1-16H;2*1H;/q;;;;;+2/p-2

InChI key

SKZWFYFFTOHWQP-UHFFFAOYSA-L

Application

Ruthenium-tris(4,7-diphenyl-1,10-phenanthroline) dichloride (Ru(dpp)) has been widely used as a probe for luminescent detection and quantitation of oxygen. The fluorescence of the dye (abs. λmax 455 nm, luminescence λmax 613 nm) is strongly reduced by molecular oxygen due to dynamic quenching, making Ru(dpp) a viable oxygen probe based on either measurement of intensity or decay time. Ru(ddp) has been used for fiber optic sensors, studies on oxygen in skin and skin tumors, measurement of oxygen flux through skin, and for oxygen imaging.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class Code

13 - Non 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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

76886-BULK-F:
76886-1MG-F:
76886-VAR-F:

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Certificates of Analysis (COA)

Lot/Batch Number
BCBL7153V
BCBK0075V
BCBH6868V
BCBD3206V
BCBB4337V

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G. Liebsch et al.
Appl. Spectroscopy, 54, 548-548 (2000)
W L Rumsey et al.
Science (New York, N.Y.), 241(4873), 1649-1651 (1988-09-23)
The imaging of phosphorescence provides a method for monitoring oxygen distribution within the vascular system of intact tissues. Isolated rat lives were perfused through the portal vein with media containing palladium coproporphyrin, which phosphoresced and was used to image the
I. Klimant et al.
Analytical Chemistry, 67, 3160-3160 (1995)
Yuta Ando et al.
Scientific reports, 7(1), 15233-15233 (2017-11-11)
Hypoxia plays a central role in cancer progression and resistance to therapy. We have engineered a microdevice platform to recapitulate the intratumor oxygen gradients that drive the heterogeneous hypoxic landscapes in solid tumors. Our design features a "tumor section"-like culture
Federica Tonon et al.
Scientific reports, 9(1), 13557-13557 (2019-09-21)
Among the multiple metabolic signals involved in the establishment of the hepatic zonation, oxygen could play a key role. Indeed, depending on hepatocyte position in the hepatic lobule, gene expression and metabolism are differently affected by the oxygen gradient present
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