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R1755

Sigma-Aldrich

Rhodamine B isothiocyanate

mixed isomers, BioReagent, suitable for protein labeling

Synonym(s):

RBITC

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About This Item

Empirical Formula (Hill Notation):
C29H30ClN3O3S
CAS Number:
Molecular Weight:
536.08
EC Number:
MDL number:
UNSPSC Code:
12352116
PubChem Substance ID:
NACRES:
NA.32

description

labeling efficiency with bovine albumin > 70%

product line

BioReagent

fluorescence

λex 543 nm; λem 580 nm in methanol

suitability

suitable for protein labeling

storage temp.

−20°C

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

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General description

Rhodamine B isothiocyanate (RhBITC) is an organic fluorescence dye and is widely used as a fluorescent tag in a variety of biological applications. RhBITC is adsorbed onto Ag on silica or polystyrene beads. It exhibits not only a strong surface-enhanced Raman scattering (SERS) signal but also a measurable amount of fluorescence. The RhBITC-modified Ag-deposited silica or polystyrene beads disperse well in ethanol. They are also readily coated in water with polyelectrolytes for their further derivatization with biological molecules of interest that can bind to target molecules.

Application

Rhodamine B isothiocyanate is used for the following applications:
  • Rhodamine isothiocyanate labeling
  • Rhodamine-labeled synthetic APF
  • Preparations of protein and fluorescent conjugates
  • Fluorescent red dye

Pictograms

Health hazardExclamation mark

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

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Jun-Sung Kim et al.
Journal of veterinary science, 7(4), 321-326 (2006-11-16)
Biocompatible silica-overcoated magnetic nanoparticles containing an organic fluorescence dye, rhodamine B isothiocyanate (RITC), within a silica shell [50 nm size, MNP@SiO2(RITC)s] were synthesized. For future application of the MNP@SiO2(RITC)s into diverse areas of research such as drug or gene delivery
Control Over Aragonite Crystal Nucleation and Growth: An In Vitro Study of Biomineralization.
Yael Levi et al.
Chemistry (Weinheim An Der Bergstrasse, Germany), 4 (1998)
Kwan Kim et al.
Biosensors & bioelectronics, 24(7), 1864-1869 (2008-11-05)
Rhodamine B isothiocyanate (RhBITC) is a prototype dye molecule that is widely used as a fluorescent tag in a variety of biological applications. We report in this work that once RhBITC is adsorbed onto Ag on silica or polystyrene beads
S K Williams et al.
Proceedings of the National Academy of Sciences of the United States of America, 78(4), 2393-2397 (1981-04-01)
Microvessels isolated from rat epididymal fat exhibit differential vesicular ingestion rates for unmodified and non-enzymatically glycosylated rat albumin. While unmodified rat albumin is excluded from ingestion by endothelial micropinocytic vesicles, glycosylated albumin is avidly taken up by endocytosis. Interaction of
Mengying Zhang et al.
Lab on a chip, 10(9), 1199-1203 (2010-04-15)
We report a simple methodology to fabricate PDMS multi-layer microfluidic chips. A PDMS slab was surface-treated by trichloro (1H,1H,2H,2H-perfluorooctyl) silane, and acts as a reusable transferring layer. Uniformity of the thickness of the patterned PDMS layer and the well-alignment could

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