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86186

Sigma-Aldrich

Sulforhodamine B acid chloride

suitable for fluorescence, technical

Synonym(s):

Lissamine™ rhodamine B sulfonylchloride

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About This Item

Empirical Formula (Hill Notation):
C27H29ClN2O6S2
CAS Number:
62796-29-6
Molecular Weight:
577.11
Beilstein/REAXYS Number:
7734927
EC Number:
263-735-8
MDL number:
MFCD00042001
UNSPSC Code:
12352106
PubChem Substance ID:
57653085
NACRES:
NA.32

grade

technical

Quality Level

100

form

powder

fluorescence

λex 560 nm; λem 580 nm in chloroform
λex 560 nm; λem ~580 nm in chloroform

suitability

suitable for fluorescence

shipped in

wet ice

storage temp.

−20°C

SMILES string

CCN(CC)c1ccc2c(OC3=C\C(C=CC3=C2c4ccc(cc4S([O-])(=O)=O)S(Cl)(=O)=O)=[N+](/CC)CC)c1

InChI

1S/C27H29ClN2O6S2/c1-5-29(6-2)18-9-12-21-24(15-18)36-25-16-19(30(7-3)8-4)10-13-22(25)27(21)23-14-11-20(37(28,31)32)17-26(23)38(33,34)35/h9-17H,5-8H2,1-4H3

InChI key

YERWMQJEYUIJBO-UHFFFAOYSA-N

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General description

Sulforhodamine B is a fluorescent dye.

Application

Sulforhodamine B acid chloride has been used to synthesize rhodamine-labeled polycation (PLL-ROD). It has also been used in fluorescent protein tracer preparation.
Fluorescent protein label forming stable conjugates

Biochem/physiol Actions

The sulforhodamine B (SRB) assay is useful in determining the density of cells.

Legal Information

Lissamine is a trademark of PerkinElmer Inc.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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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Medicinal Spices and Vegetables from Africa, 271-297 (2017)
A combined numerical and experimental framework for determining permeability properties of the arterial media
Comerford A, et al.
Biomechanics and Modeling in Mechanobiology, 14(2), 297-313 (2015)
R S Hock et al.
Cell motility and the cytoskeleton, 14(2), 271-287 (1989-01-01)
To investigate the role of talin in the anchoring of actin-containing stress fibers to the cell membrane of nonmuscle cells, a fluorescent analog of the adhesion plaque protein talin was developed, characterized, and microinjected into living cells. Purified chicken gizzard
Sulforhodamine B colorimetric assay for cytotoxicity screening
Vichai V and Kirtikara K
Nature Protocols, 1(3), 1112-1112 (2006)
J W Sanger et al.
The Journal of cell biology, 99(3), 918-928 (1984-09-01)
To determine if a living cell is necessary for the incorporation of actin, alpha-actinin, and tropomyosin into the cytoskeleton, we have exposed cell models to fluorescently labeled contractile proteins. In this in vitro system, lissamine rhodamine-labeled actin bound to attachment
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