Tetramethylrhodamine ethyl ester perchlorate | 115532-52-0

Product Introduction

Tetramethylrhodamine ethyl ester (TMRE) perchlorate is a cell-permeant red fluorescent probe commonly used to monitor membrane potential of mitochondria using live cell fluorescence microscopy and flow cytometry. TMRE 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, TMRE is not accumulated in the mitochondria. Thus, the strength of the fluorescence signal in mitochondria is used to assess cell viability.

Chemical Information
Synonyms	TMRE Perchlorate; TMR ethyl ester perchlorate; 3,6-bis(dimethylamino)-9-[2-(ethoxycarbonyl)phenyl]-xanthylium perchlorate
Purity	≥98%
IUPAC Name	[6-(dimethylamino)-9-(2-ethoxycarbonylphenyl)xanthen-3-ylidene]-dimethylazanium;perchlorate
Canonical SMILES	CCOC(=O)C1=CC=CC=C1C2=C3C=CC(=[N+](C)C)C=C3OC4=C2C=CC(=C4)N(C)C.[O-]Cl(=O)(=O)=O
InChI	InChI=1S/C26H27N2O3.ClHO4/c1-6-30-26(29)20-10-8-7-9-19(20)25-21-13-11-17(27(2)3)15-23(21)31-24-16-18(28(4)5)12-14-22(24)25;2-1(3,4)5/h7-16H,6H2,1-5H3;(H,2,3,4,5)/q+1;/p-1
InChI Key	NBAOBNBFGNQAEJ-UHFFFAOYSA-M
Appearance	Solid Powder

Product Specification
Excitation	550 nm
Emission	575 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] H332 (100%): Harmful if inhaled [Warning Acute toxicity, inhalation]
Precautionary Statement Codes	P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P321, P330, P332+P317, P337+P317, P362+P364, 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	5
Exact Mass	514.1506789 g/mol
Monoisotopic Mass	514.1506789 g/mol
Topological Polar Surface Area	116Ų
Heavy Atom Count	36
Formal Charge	0
Complexity	884
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

Literatures

PMID	Publication Date	Title	Journal
5026	1975-12-01	[Effect of increasing doses of dopamine on the left ventricular function in the dog]	Annales de l'anesthesiologie francaise

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