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Sigma-Aldrich

Rhodamine B isothiocyanate

mixed isomers

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Synonym(s):
RBITC
Empirical Formula (Hill Notation):
C29H30ClN3O3S
CAS Number:
36877-69-7
Molecular Weight:
536.08
EC Number:
253-248-9
MDL number:
MFCD00136007
PubChem Substance ID:
329753185
NACRES:
NA.47

Quality Level

200

form

powder

color

purple to violet
 red to red-brown

solubility

methanol: 10 mg/mL

λmax

555 nm

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

room temp

SMILES string

[Cl-].CCN(CC)c1ccc2c(OC3=CC(\C=CC3=C2c4ccc(cc4C(O)=O)N=C=S)=[N+](\CC)CC)c1

InChI

1S/C29H29N3O3S.ClH/c1-5-31(6-2)20-10-13-23-26(16-20)35-27-17-21(32(7-3)8-4)11-14-24(27)28(23)22-12-9-19(30-18-36)15-25(22)29(33)34;/h9-17H,5-8H2,1-4H3;1H

InChI key

YVSWPCCVTYEEHG-UHFFFAOYSA-N

Related Categories

General description

Rhodamine B isothiocyanate (RBITC) is a fluorescent dye. It acts as an anterograde and retrograde marker of retinal neurons in the adult rat. (current GD)It is also known as RBITC, RhIc, RITC, and TRITC.

Application

Rhodamine B isothiocyanate has been used as a fluorescent probe to label the pathogenic bacterium Staphylococcus aureus and is also used to label type I collagen (C1). Other applications include -
  • labeling immunoglobulins
  • as a fluorescent probe of living cells
  • RBITC-Iabeled molecules like dextrans have been applied as probes of a cell′s endocytic activity and to mark cells to allow their subsequent migration to be detected

Pictograms

Exclamation markHealth hazard
GHS07,GHS08

Signal Word

Danger

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Resp. Sens. 1 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Modification of fluorescent-antibody procedures employing crystalline tetramethylrhodamine isothiocyanate.
M L SMITH et al.
Journal of bacteriology, 83, 1358-1359 (1962-06-01)
Transdermal Delivery of Functional Collagen Via Polyvinylpyrrolidone Microneedles
Sun W
Annals of Biomedical Engineering, 43, 2978-2990 (2015)
The use of rhodamine-B-isothiocyanate (RITC) as an anterograde and retrograde tracer in the adult rat visual system.
Thanos S
Brain Research, 406, 317-321 (1987)
Labeling of the pathogenic bacterium Staphylococcus aureus with gold or ferric oxide-core nanoparticles highlights new capabilities for investigation of host?pathogen interactions
Depke M
Cytometry. Part A : the Journal of the International Society For Analytical Cytology, 85, 140-150 (2014)
Carl Simonsson et al.
Toxicology and applied pharmacology, 252(3), 221-227 (2011-02-22)
The growing focus on nanotechnology and the increased use of nano-sized structures, e.g. vesicles, in topical formulations has led to safety concerns. We have investigated the sensitizing capacity and penetration properties of a fluorescent model compound, rhodamine B isothiocyanate (RBITC)
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