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Merck
CN

T3163

Tetramethylrhodamine isothiocyanate Isomer R

powder

Synonym(s):

6-TRITC, Tetramethylrhodamine-6-isothiocyanate

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About This Item

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

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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

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.

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

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Certificates of Analysis (COA)

Lot/Batch Number
0000434860
0000434860
0000343008
0000301239
0000343008

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