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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:
Molecular Weight:
577.11
Beilstein:
7734927
EC Number:
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.32

grade

technical

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

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - 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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Anticancer Activities of African Medicinal Spices and Vegetables
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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