Tetramethylrhodamine methyl ester perchlorate

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Tetramethylrhodamine methyl ester perchlorate

Tetramethylrhodamine methyl ester perchlorate | 115532-50-8

Catalog Number A16-0053
Category Mitochondrial Fluorescent Probes
Molecular Formula C25H25N2O3·ClO4
Molecular Weight 500.9
Catalog Number Size Price Quantity
A16-0053 -- $--

Product Introduction

Tetramethylrhodamine methyl ester (TMRM) perchlorate is a cell-permeant red fluorescent probe commonly used to monitor membrane potential of mitochondria using live cell fluorescence microscopy and flow cytometry. TMRM is a lipophilic cation accumulated by mitochondria and exhibits a red shift in the emission of 575 nm. However, when the membrane is depolarized, as in apoptosis, TMRM is not accumulated in the mitochondria. Thus, the strength of the fluorescence signal in mitochondria is used to assess cell viability.

Chemical Information

Synonyms TMRM Perchlorate; TMR methyl ester perchlorate; 3,6-bis(dimethylamino)-9-[2-(methoxycarbonyl)phenyl]-xanthylium perchlorate
Purity ≥98%
IUPAC Name [6-(dimethylamino)-9-(2-methoxycarbonylphenyl)xanthen-3-ylidene]-dimethylazanium;perchlorate
Canonical SMILES CN(C)C1=CC2=C(C=C1)C(=C3C=CC(=[N+](C)C)C=C3O2)C4=CC=CC=C4C(=O)OC.[O-]Cl(=O)(=O)=O
InChI InChI=1S/C25H25N2O3.ClHO4/c1-26(2)16-10-12-20-22(14-16)30-23-15-17(27(3)4)11-13-21(23)24(20)18-8-6-7-9-19(18)25(28)29-5;2-1(3,4)5/h6-15H,1-5H3;(H,2,3,4,5)/q+1;/p-1
InChI Key PFYWPQMAWCYNGW-UHFFFAOYSA-M
Appearance Solid Powder
  • Product Specification
Excitation 515, 555 nm
Emission 575 nm
Storage Store at -20°C
Signal Warning
GHS Hazard Statements 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, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, 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

Hydrogen Bond Donor Count 0
Hydrogen Bond Acceptor Count 8
Rotatable Bond Count 4
Exact Mass 500.1350288 g/mol
Monoisotopic Mass 500.1350288 g/mol
Topological Polar Surface Area 116Ų
Heavy Atom Count 35
Formal Charge 0
Complexity 868
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 2
Compound Is Canonicalized Yes

Patents

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CN-114480254-A In vitro surrogate model of hepatotoxicity constructed by HepaRG and HepG2 and its construction method and application 2022-02-25
WO-2022251654-A1 Mitoneet ligands for use in protection from tissue ischemic reperfusion injury 2021-05-28
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KR-20220146154-A Composition for preventing or treating mitochondrial dysfunction―diseases containing isoquinoline derivative compound as an active ingredient 2021-04-23
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