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S3388

Sigma-Aldrich

Sulforhodamine 101 acid chloride

Technical grade

Synonym(s):

Sulforhodamine 101 sulfonyl chloride

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About This Item

Empirical Formula (Hill Notation):
C31H29ClN2O6S2
CAS Number:
82354-19-6
Molecular Weight:
625.15
Beilstein:
8667894
MDL number:
MFCD00012406
UNSPSC Code:
12171500
PubChem Substance ID:
24899558
NACRES:
NA.47

form

powder

composition

Dye content, ~75%

impurities

~1 mol/mol chloroform as solvent of crystallization

solubility

methanol: 10 mg/mL

fluorescence

λex 586 nm; λem 605 nm in H2O

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

−20°C

SMILES string

[O-]S(=O)(=O)c1cc(ccc1C2=C3C=C4CCC[N+]5=C4C(CCC5)=C3Oc6c7CCCN8CCCc(cc26)c78)S(Cl)(=O)=O

InChI

1S/C31H29ClN2O6S2/c32-41(35,36)20-9-10-21(26(17-20)42(37,38)39)27-24-15-18-5-1-11-33-13-3-7-22(28(18)33)30(24)40-31-23-8-4-14-34-12-2-6-19(29(23)34)16-25(27)31/h9-10,15-17H,1-8,11-14H2

InChI key

MPLHNVLQVRSVEE-UHFFFAOYSA-N

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General description

Sulforhodamine 101 is a red fluorescent dye. It is water-soluble, amphoteric rhodamine. The dye can be specifically used as a marker of astroglia in the neocortex. It is commonly used for brain imaging. Studies suggest that sulforhodamine 101 may be used as an epileptogenic agent.

Application

Sulforhodamine 101 acid chloride has been used in an encapsulated fluorescent probe as a model drug to study drug-delivery properties of rhamnogalacturonan-I based microcapsules. It has also been used in confocal imaging as an astrocyte specific dye.

Linkage

Mixture of the two monosulfonyl chloride derivatives of sulforhodamine 101.

Pictograms

Health hazardExclamation mark
GHS08,GHS07

Signal Word

Danger

Hazard Statements

H315,H319,H351,H361d,H372

Hazard Classifications

Carc. 2 - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2 - STOT RE 1

Storage Class Code

6.1D - Non-combustible acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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In vivo imaging of oligodendrocytes with sulforhodamine 101
Robert A Hill
Nature Medicine, 11(11), 1081-1082 (2014)
Ping-Jung Su et al.
Biomacromolecules, 13(9), 2917-2925 (2012-08-11)
To understand complex micro/nanoscale ECM stem cell interactions, reproducible in vitro models are needed that can strictly recapitulate the relative content and spatial arrangement of native tissue. Additionally, whole ECM proteins are required to most accurately reflect native binding dynamics.
Tian Wang et al.
Cell biochemistry and biophysics, 65(3), 381-398 (2012-10-31)
Loop diuretics such as bumetanide and furosemide enhance aminoglycoside ototoxicity when co-administered to patients and animal models. The underlying mechanism(s) is poorly understood. We investigated the effect of these diuretics on cellular uptake of aminoglycosides, using Texas Red-tagged gentamicin (GTTR)
Rhamnogalacturonan-I Based Microcapsules for Targeted Drug Release
Anna J
PLoS ONE, 11(12), e0168050-e0168050 (2016)
Yang Liu et al.
Pharmaceutical research, 29(12), 3273-3277 (2012-07-19)
The biodistribution of Lipid/Calcium/Phosphate (LCP) nanoparticles (NPs) in tumor-bearing mice was investigated using fluorescence imaging. A quantitative validation of this method was done by (3)H and (111)In labeling of the nanoparticles. The biodistribution of LCP NPs containing oligonucleotides was investigated
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