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Dihydrorhodamine 123 (DHR) is a cell-permeable fluorogenic probe that is used as an indicator of intracellular peroxynitrite formation. It is oxidized by peroxynitrite to the highly fluorescent product rhodamine in vitro. Neither nitric oxide, superoxide, nor hydrogen peroxide alone appear to oxidize DHR. Formation of rhodamine can be monitored by fluorescence spectroscopy using excitation and emission wavelengths of 500 and 536 nm, respectively, or by absorbance spectroscopy at 500 nm (ε = 78,800 M?1cm?1). DHR is the uncharged and nonfluorescent reduction product of the mitochondrion-selective dye rhodamine 123, which is used for the investigation of reactive oxygen intermediates.

109244-58-8

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109244-58-8 Usage

Uses

Used in Cellular and Molecular Research:
Dihydrorhodamine 123 is used as a detection agent for reactive oxygen species (ROS) in various cell types, such as head kidney-derived macrophages, red blood cells, and neutrophils. It helps in understanding the role of ROS in cellular processes and their involvement in various diseases.
Used in Antioxidant Studies:
DHR is employed as a tool to study the effects of antioxidants on the production of reactive oxygen intermediates. By monitoring the fluorescence or absorbance of rhodamine, researchers can assess the antioxidant capacity of different compounds or treatments.
Used in Pharmaceutical Research:
Dihydrorhodamine 123 is used as a probe to investigate the production of reactive oxygen intermediates in drug discovery and development. It can help identify potential drug candidates that modulate ROS production and may have therapeutic applications in various diseases.
Used in Diagnostic Applications:
DHR can be utilized in the development of diagnostic tools for detecting and monitoring oxidative stress in various conditions, such as inflammation, ischemia, and neurodegenerative diseases.
Used in Environmental and Toxicology Studies:
Dihydrorhodamine 123 is used as a biomarker for assessing the oxidative stress caused by environmental pollutants and toxins. It can help in understanding the mechanisms of toxicity and developing strategies for mitigating the harmful effects of these substances.
Used in Analytical Chemistry:
DHR can be employed as a sensitive and selective probe for the detection and quantification of reactive oxygen species in various chemical and biological samples, providing valuable information for research and quality control purposes.

Biochem/physiol Actions

Cell permeable: yes

Check Digit Verification of cas no

The CAS Registry Mumber 109244-58-8 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,0,9,2,4 and 4 respectively; the second part has 2 digits, 5 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 109244-58:
(8*1)+(7*0)+(6*9)+(5*2)+(4*4)+(3*4)+(2*5)+(1*8)=118
118 % 10 = 8
So 109244-58-8 is a valid CAS Registry Number.
InChI:InChI=1/C21H18N2O3/c1-25-21(24)15-5-3-2-4-14(15)20-16-8-6-12(22)10-18(16)26-19-11-13(23)7-9-17(19)20/h2-11,20H,22-23H2,1H3

109244-58-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name Dihydrorhodamine 123

1.2 Other means of identification

Product number -
Other names methyl 2-(3,6-diamino-9H-xanthen-9-yl)benzoate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:109244-58-8 SDS

109244-58-8Relevant academic research and scientific papers

Synthesis and Biological Studies of Iodinated (127/125I) Derivatives of Rhodamine 123

Kinsey, Berma M.,Kassis, Amin I.,Fayad, Fahed,Layne, Warren W.,Adelstein, S. James

, p. 1757 - 1761 (1987)

Rhodamine 123, a mitochondrial stain that preferentially accumulates in certain cancer cells, has been reduced and iodinated by using NaI in the presence of N-chlorosuccinimide.The various mono-, di-, and triiodo derivatives have been isolated and charact

A significant improvement of the efficacy of radical oxidant probes by the kinetic isotope effect

Kundu, Kousik,Knight, Sarah F.,Lee, Seungjun,Taylor, W. Robert,Murthy, Niren

supporting information; experimental part, p. 6134 - 6138 (2010/12/20)

A breath of fresh air: The rate of aerial oxidation of dihydroethidium and hydrocyanine radical oxidant probes can be selectively reduced by deuteration (see picture). The reaction rate between the deuterated compounds and the superoxide radical was reduced by a much smaller factor because of mechanistic differences between the two reactions.

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