T3163

Tetramethylrhodamine isothiocyanate Isomer R

powder

• Synonym(s): 6-TRITC, Tetramethylrhodamine-6-isothiocyanate
• Empirical Formula (Hill Notation): C₂₅H₂₁N₃O₃S
• CAS Number: 80724-20-5
• Molecular Weight: 443.52
• MDL number: MFCD00063517
• UNSPSC Code: 12171500
• PubChem Substance ID: 24900112
• NACRES: NA.47

Properties

• description: labeling efficiency with bovine albumin >= 50%
• Quality Level: 200
• form: powder
• composition: Dye content, ≥80%
• solubility: 1 M NH4OH: 10 mg/mL (Faint Red to Very Dark Red to Very Dark Purple solution)
• application(s): diagnostic assay manufacturing; hematology; histology
• storage temp.: 2-8°C
• SMILES string: 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
• InChI key: OBYNJKLOYWCXEP-UHFFFAOYSA-N

Description

General description

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.

Safety Information

• Hazard Statements: H412
• Precautionary Statements: P273
• Hazard Classifications: Aquatic Chronic 3
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 2
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable