Tetramethylrhodamine methyl ester perchlorate | 115532-50-8

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

Publication Number	Title	Priority Date
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
KR-20220159831-A	A mitocondrial-targeting nucleopeptide and a pharmaceutical composition for preventing or treating cancer comprising the same	2021-05-26
KR-20220146154-A	Composition for preventing or treating mitochondrial dysfunction―diseases containing isoquinoline derivative compound as an active ingredient	2021-04-23
WO-2022225108-A1	Composition for preventing or treating diseases caused by mitochondrial dysfunction, containing isoquinoline derivative compound as active ingredient	2021-04-23