Dihydrorhodamine 123

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Dihydrorhodamine 123

Dihydrorhodamine 123 | 109244-58-8

Catalog Number A03-0012
Category Nitric Oxide (NO) & Reactive Oxygen Species (ROS)
Molecular Formula C21H18N2O3
Molecular Weight 346.4
Catalog Number Size Price Quantity
A03-0012 -- $--

Product Introduction

DHR is a cell-permeable fluorogenic probe that is used for detection of reactive oxygen species (ROS) such as intracellular peroxide and peroxynitrite formation. It is oxidized by peroxynitrite to produce the highly fluorescent compound rhodamine in vitro.

Chemical Information

Synonyms DHR 123; 2-(3,6-diamino-9H-xanthen-9-yl)-benzoic acid methyl ester
Purity ≥98%
IUPAC Name methyl 2-(3,6-diamino-9H-xanthen-9-yl)benzoate
Canonical SMILES COC(=O)C1=CC=CC=C1C2C3=C(C=C(C=C3)N)OC4=C2C=CC(=C4)N
InChI InChI=1S/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
InChI Key FNEZBBILNYNQGC-UHFFFAOYSA-N
Solubility Soluble in DMSO
Appearance Solid Powder
  • Product Specification
Excitation 500 nm
Emission 536 nm
Storage Store at -20°C
Signal Warning
GHS Hazard Statements H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral] H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation] H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation] H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
Precautionary Statement Codes P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (The corresponding statement to each P-code can be found at the GHS Classification page.)

Computed Properties

XLogP3 3.4
Hydrogen Bond Donor Count 2
Hydrogen Bond Acceptor Count 5
Rotatable Bond Count 3
Exact Mass 346.13174244 g/mol
Monoisotopic Mass 346.13174244 g/mol
Topological Polar Surface Area 87.6Ų
Heavy Atom Count 26
Formal Charge 0
Complexity 488
Isotope Atom Count 0
Defined Atom Stereocenter Count 0
Undefined Atom Stereocenter Count 0
Defined Bond Stereocenter Count 0
Undefined Bond Stereocenter Count 0
Covalently-Bonded Unit Count 1
Compound Is Canonicalized Yes

Literatures

PMIDPublication DateTitleJournal
22248218 2012-09-01 Effect of priming in subpopulations of peripheral neutrophils from patients with chronic periodontitis Journal of periodontology
22768920 2012-07-06 Effects of lipid-probe interactions in biochemical fluorometric methods that assess HDL redox activity Lipids in health and disease
22497768 2012-07-01 A fluorimetric assay for human reticulocyte 15-lipoxygenase-1 activity Analytical biochemistry
22545706 2012-06-01 DHR123: an alternative probe for assessment of ROS in human spermatozoa Systems biology in reproductive medicine
22262438 2012-01-01 Measurement of oxidative burst in neutrophils Methods in molecular biology (Clifton, N.J.)

Patents

Publication NumberTitlePriority Date
CN-114213419-A Fluorescent probe with both fluorescence imaging and type I photodynamic/photothermal killing cancer cell activity, preparation method and application thereof 2021-11-29
CN-114213419-B A fluorescent probe with both fluorescence imaging and type I photodynamic/photothermal killing activity on cancer cells and its preparation method and application 2021-11-29
WO-2022078524-A2 Specific conjugation of an antibody 2021-11-03
WO-2022078524-A4 Specific conjugation of an antibody 2021-11-03
CN-114129725-A A kind of photodynamically triggered nitric oxide to release black phosphorus nanomaterial and its preparation method and application 2021-10-28
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