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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/REAXYS Number:
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

signalword

Danger

Hazard Classifications

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

Storage Class

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

wgk_germany

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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Sulforhodamine 101 as a specific marker of astroglia in the neocortex in vivo.
Nimmerjahn A
Nature Materials, 1(1), 31-37 (2004)
Keiji Numata et al.
Biomacromolecules, 13(5), 1383-1389 (2012-04-05)
We developed a facile and quick ethanol-based method for preparing silk nanoparticles and then fabricated a biodegradable and biocompatible dual-drug release system based on silk nanoparticles and the molecular networks of silk hydrogels. Model drugs incorporated in the silk nanoparticles
Jorge O Escobedo et al.
Natural product communications, 7(3), 317-320 (2012-05-02)
Understanding cellular mechanisms of ototoxic and nephrotoxic drug uptake, intracellular distribution, and molecular trafficking across cellular barrier systems aids the study of potential uptake blockers that preserve sensory and renal function during critical life-saving therapy. Herein we report the design
Sara Seabrooke et al.
The Journal of experimental biology, 215(Pt 17), 2945-2949 (2012-08-10)
We describe a method for calculating rates of fluorochrome transport from unstirred layer (USL) concentration gradients measured using confocal microscopy. Isolated Malpighian tubules or guts of Drosophila melanogaster were secured to depression slides and bathed in saline containing a fluorescent
In vivo imaging of oligodendrocytes with sulforhodamine 101
Robert A Hill
Nature Medicine, 11(11), 1081-1082 (2014)
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