Tetramethylrhodamine methyl ester perchlorate (TMRM Perchlorate) - BioReagent, Biological Stain, for fluorescence analysis, for microscopy, ≥95% , CAS No.115532-50-8

CAS: 115532-50-8 Cat. No.: T768877 Molecular Weight: 500.93 Beilstein Registry Number: 7162165 EC Number: 634-218-8

GRADE & PURITY BioReagent, Biological Stain, for Fluorescence analysis, for Microscopy, ≥95%

Synonyms

TMRM Perchlorate | TMRM | T668 | TMR methyl ester | N-[6-(Dimethylamino)-9-[2-(methoxycarbonyl)phenyl]-3H-xanthen-3-ylidene]-N-methylmethanaminium Perchlorate | 3,6-Bis(dimethylamino)-9-(2-(methoxycarbonyl)phenyl)xanthylium perchlorate | Tetramethylrhodam

Storage

Protected from light,Store at -20°C,Avoid repeated freezing and thawing

Shipped In

Ice chest + Ice pads

Application

Cell Staining‌, Fluorescence Analysis

Overview

Tetramethylrhodamine methyl ester perchlorate (TMRM Perchlorate) is a membrane-permeant, cationic, fluorescent dye that can label mitochondria and mark embryonic stem cell/induced pluripotent stem cell-derived cardiomyocytes. It is useful for the isolation of mature cardiomyocytes. It has been used as a sensitive probe for the detection of mitochondrial membrane potential.

Specifications

Synonyms

TMRM Perchlorate | TMRM | T668 | TMR methyl ester | N-[6-(Dimethylamino)-9-[2-(methoxycarbonyl)phenyl]-3H-xanthen-3-ylidene]-N-methylmethanaminium Perchlorate | 3, 6-Bis(dimethylamino)-9-(2-(methoxycarbonyl)phenyl)xanthylium perchlorate | Tetramethylrhodam

Specifications & Purity

BioReagent, Biological Stain, for fluorescence analysis, for microscopy, ≥95%

Stability And Storage

Store at -20℃ long term (24 months). Store in the dark. Avoid freeze/thaw cycle.

Storage

Protected from light, Store at -20°C, Avoid repeated freezing and thawing

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Biological Stain, BioReagent, for Fluorescence analysis, for Microscopy

Purity

≥95%

Names and Identifiers

• 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
• IUPAC Name: [6-(dimethylamino)-9-(2-methoxycarbonylphenyl)xanthen-3-ylidene]-dimethylazanium;perchlorate
• InChIKey: PFYWPQMAWCYNGW-UHFFFAOYSA-M
• 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
• Isomeric 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
• WGK Germany: 3
• Molecular Weight: 500.93
• Beilstein: 7162165

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Benzopyrans
      • Subclass 1-benzopyrans
        • Level5 Dibenzopyrans
          • Level6 Xanthenes

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Benzopyrans
• Subclass: 1-benzopyrans
• Intermediate Tree Nodes: Dibenzopyrans
• Direct Parent: Xanthenes
• Alternative Parents: Benzoic acid esters Dialkylarylamines Benzoyl derivatives Organic perchlorates Organic perchlorate salts Secondary ketimines Methyl esters Heteroaromatic compounds Amino acids and derivatives Oxacyclic compounds Organooxygen compounds Organic oxides Hydrocarbon derivatives Organic cations
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Xanthene - Benzoate ester - Benzoic acid or derivatives - Benzoyl - Tertiary aliphatic/aromatic amine - Dialkylarylamine - Organic perchlorate salt - Benzenoid - Monocyclic benzene moiety - Organic perchlorate - Heteroaromatic compound - Methyl ester - Secondary ketimine - Tertiary amine - Amino acid or derivatives - Carboxylic acid ester - Organic chlorate - Oxacycle - Carboxylic acid derivative - Hydrocarbon derivative - Organic salt - Organonitrogen compound - Organooxygen compound - Organic oxide - Amine - Organic oxygen compound - Organic nitrogen compound - Organic cation - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as xanthenes. These are polycyclic aromatic compounds containing a xanthene moiety, which consists of two benzene rings joined to each other by a pyran ring.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: Solubility in DMSO: 41.67 mg/mL (83.19 mM; dissolved with ultrasonication; hygroscopic DMSO significantly affects the solubility of the product, please use freshly opened DMSO).
• Sensitivity: Light-sensitive; Moisture sensitive
• Molecular Weight: 500.900 g/mol
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 4
• Exact Mass: 500.135 Da
• Monoisotopic Mass: 500.135 Da
• Topological Polar Surface Area: 116.000 Ų
• Heavy Atom Count: 35
• Formal Charge: 0
• Complexity: 868.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 2

XLogP3