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RHODAMINE 110 | CAS 13558-31-1

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RHODAMINE 110 Basic information

Product Name:RHODAMINE 110
Synonyms:R110;RHODAMINE 110;RHODAMINE 110 CHLORIDE;RHODAMINE 560;RHODAMINE 110 CHLORIDE, FOR FLUOR-ESCENC E;Rhodamine 110, laser grade, pure, 99%;2-(6-Amino-3-imino-3H-xanthen-9-yl)-benzoic acid hydrochloride;Exciton Rhodamine 560 Chloride
CAS:13558-31-1
MF:C20H15ClN2O3
MW:366.8
EINECS:236-944-7
Product Categories:Amines;Fluorescent Labels & Indicators;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals;Q-R;Stains and Dyes;Stains&Dyes, A to
Mol File:13558-31-1.mol

RHODAMINE 110 Chemical Properties

Melting point >300 °C(lit.)
density 1.2504 (rough estimate)
refractive index 1.6470 (estimate)
storage temp. Keep in dark place,Inert atmosphere,Room temperature
solubility ethanol: soluble
form Crystalline Powder
color White to light yellow
λmax499nm (MeOH); 496nm (H2O)
BRN 4631860
Stability:Hygroscopic, Light Sensitive
Major ApplicationColor filters; liquid crystal displays; dye lasers;electroluminescent displays;inks;light-emitting diode (LED);papermaking process; recording materials; solar cells; silica thin films;sol–gel titania films;waveguides
Biological ApplicationsDetecting risk of Alzheimer’s disease and stroke;evaluating/testing sperm quality; identifying bacteria; as a substrate for measuring aromatase activity, azoreductase activity,phospholipase activity, proteases activity (caspase activity, cathepsin C activity, elastase activity proteinase activity);implantable drug-delivery devices
InChIInChI=1S/C20H14N2O3.ClH/c21-11-5-7-15-17(9-11)25-18-10-12(22)6-8-16(18)19(15)13-3-1-2-4-14(13)20(23)24;/h1-10H,21-22H2;1H
InChIKeyMYIOYATURDILJN-UHFFFAOYSA-N
SMILESC(C1C=CC=CC=1C1C2=CC=C(N)C=C2[O+]=C2C=C(N)C=CC=12)(=O)O.[Cl-]
CAS DataBase Reference13558-31-1(CAS DataBase Reference)
EPA Substance Registry SystemXanthylium, 3,6-diamino-9-(2-carboxyphenyl)-, chloride (13558-31-1)

Safety Information

Hazard Codes Xn
Risk Statements 22
Safety Statements 22-24/25-36/37/39-26
WGK Germany 3
HS Code 29329990

MSDS Information

ProviderLanguage
SigmaAldrich English
ACROS English

RHODAMINE 110 Usage And Synthesis

Chemical Propertiesin vivo
DescriptionRhodamine 110 is a green fluorescent cationic dye with excitation and emission maxima of 496 and 520 nm, respectively. When incorporated with a hydrolytic substrate (e.g., proteinase or peptidase substrates), it can be used as a highly sensitive detection reagent in fluorescence-based enzyme assays. Rhodamine 110 has also been used in a fluorescence quenching method for determining trace nitrite and as a probe for cytochrome P450 activity.
red to bordeaux crystals or crystalline powder
UsesRhodamine 110 is a fluorescent dye used as AP- and exopeptidase substrates for flow cytometric measurements. Dyes and metabolites.

Rhodamine 110 is less toxic than the parent molecule based on the intravenous LD50 acute toxicity values of 89.5 mg/kg and 140.0 mg/kg for Rhodamine B and Rhodamine 110, respectively. Both molecules induce liver and kidney enlargement after ingestion, and male rats show more significant increases than female rats after Rhodamine 110 exposure. In addition, testis weight increased in male rats dosed with Rhodamine 110. The pharmacokinetics of Rhodamine 110 are assessed following oral administration at two dosages (3 and 10 mg/kg) and intravenous administration at one dosage (3 mg/kg). Pharmacokinetic parameters are calculated using an extravascular input and IV-bolus input, noncompartmental model analysis conducted with WinNonlin Standard Edition. The pharmacokinetic parameters of Rhodamine 110 indicates that the maximum plasma concentrations (Cmax) of the two oral dosages are 283.4 and 657.0 ng/mL, which are reached at 140 and 210 min, respectively. This indicates that Rhodamine 110 absorption is not rapid after ingestion, as it took over 2 h to be absorbed from the intestines into the blood. The areas under the concentration–time curves (AUCs) for the two dosages are 138.1±20.3 and 444.0±170.8 h ng/mL. The pharmacokinetic data demonstrate that the AUC is proportional to the administered oral dose of Rhodamine 110 (3 mg/kg and 10 mg/kg). Furthermore, the clearance (Cl) of the two orally administered doses is 7.94 and 8.61 mL/min/kg, respectively[1].

References[1] HEMANT S THATTE PHD . Acidosis-induced apoptosis in human and porcine heart[J]. Annals of Thoracic Surgery, 2004, 77 4: Pages 1376-1383. DOI: 10.1016/j.athoracsur.2003.07.047
[2] HUBERT HUG. Rhodamine 110-Linked Amino Acids and Peptides as Substrates To Measure Caspase Activity upon Apoptosis Induction in Intact Cells?[J]. Biochemistry Biochemistry, 1999, 38 42: 13906-13911. DOI: 10.1021/bi9913395
[3] XIAN ZHANG. A fluorescence quenching method for the determination of nitrite with Rhodamine 110[J]. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, 2003, 59 8: Pages 1667-1672. DOI: 10.1016/s1386-1425(02)00404-3
[4] MELISSA M. YATZECK . A highly sensitive fluorogenic probe for cytochrome P450 activity in live cells[J]. Bioorganic & Medicinal Chemistry Letters, 2008, 18 22: Pages 5864-5866. DOI: 10.1016/j.bmcl.2008.06.015

RHODAMINE 110 Preparation Products And Raw materials

Raw materialsHydrochloric acid-->Ethyl acetate-->Sulfuric acid-->Ammonium hydroxide-->Phthalic anhydride-->Aluminum oxide-->3-Aminophenol

Declaration: The products displayed on this website are intended exclusively for industrial applications or scientific research. They are not intended for medical, pharmaceutical, or food use. In accordance with applicable laws and regulations, purchasing organizations must hold valid qualifications and approvals.

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