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Key Documents

T3163

Sigma-Aldrich

Tetramethylrhodamine isothiocyanate Isomer R

powder

Synonyme(s) :

6-TRITC, Tetramethylrhodamine-6-isothiocyanate

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About This Item

Formule empirique (notation de Hill):
C25H21N3O3S
Numéro CAS:
Poids moléculaire :
443.52
Numéro MDL:
Code UNSPSC :
12171500
ID de substance PubChem :
Nomenclature NACRES :
NA.47

Description

labeling efficiency with bovine albumin >= 50%

Niveau de qualité

Forme

powder

Composition

Dye content, ≥80%

Solubilité

1 M NH4OH: 10 mg/mL (Faint Red to Very Dark Red to Very Dark Purple solution)

Application(s)

diagnostic assay manufacturing
hematology
histology

Température de stockage

2-8°C

Chaîne SMILES 

CN(C)c1ccc2c(OC3=C\C(C=CC3=C2c4cc(ccc4C([O-])=O)N=C=S)=[N+](/C)C)c1

InChI

1S/C25H21N3O3S/c1-27(2)16-6-9-19-22(12-16)31-23-13-17(28(3)4)7-10-20(23)24(19)21-11-15(26-14-32)5-8-18(21)25(29)30/h5-13H,1-4H3

Clé InChI

OBYNJKLOYWCXEP-UHFFFAOYSA-N

Description générale

Tetramethylrhodamine isothiocyanate Isomer R (TRITC) is the R isomer of tetramethylrhodamine isothiocyanate and is also known as 6-tetramethylrhodamine isothiocyanate. It is a strongly fluorescent compound soluble in ethanol, methanol, dimethylformamide, dimethylsulfoxide, and water. TRITC is a moderately-sized aminoxanthene dye carrying carboxylic acid and isothiocyanate substituents on the non-planar pendant phenyl ring. It forms a lipophilic cation in acidic pH and a hydrophilic zwitterion around neutral pH. The isothiocyanate group reacts with nucleophilic substituents (e.g., amino, hydroxyl, thiol) of biomolecules, providing the means of attaching a fluorescent label. TRITC also reacts with water and hydroxide ions and is unstable in aqueous solutions. TRITC is commercially available as a zwitterion or as a chloride.

Application

  • TRITC is used to label a wide variety of biomolecules, including immunoglobulins, lectins, nucleic acids, polynucleotides, and polysaccharides for affinity, immuno-, and in situ hybridization, fluorescent probes, and flow cytometry.
  • Lectins are TRITC-Iabeled reagents for the affinity staining of sections and cell monolayers to distinguish the sialomucins of salivary glands.
  • TRITC-antibodies are used to identify pathogenic amoebae.
  • TRITC-oligonucleotides are used in the in-situ hybridization staining of soil microorganisms.
  • TRITC-Iabeled reagents have also been used as fluorescent probes of live cells.
  • Flow cytometry of TRlTC-Iabeled slime mold cells has been used to study their aggregation behavior.

Mentions de danger

Conseils de prudence

Classification des risques

Aquatic Chronic 3

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 2

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable


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