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Key Documents

P3532

Sigma-Aldrich

Phenol Red

Bioreagent, Powder

Synonym(s):

Phenolsulfonphthalein

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About This Item

Empirical Formula (Hill Notation):
C19H14O5S
CAS Number:
Molecular Weight:
354.38
Beilstein:
326470
EC Number:
MDL number:
UNSPSC Code:
12171500
PubChem Substance ID:
NACRES:
NA.47

product name

Phenol Red, powder, BioReagent, suitable for cell culture

product line

BioReagent

Quality Level

form

powder

technique(s)

cell culture | mammalian: suitable

color

dark red to dark brown

visual transition interval

6.8-8.2, yellow to red

mp

>300 °C

solubility

1 M NaOH: 1 mg/mL

application(s)

diagnostic assay manufacturing

storage temp.

room temp

SMILES string

Oc1ccc(cc1)C2(OS(=O)(=O)c3ccccc23)c4ccc(O)cc4

InChI

1S/C19H14O5S/c20-15-9-5-13(6-10-15)19(14-7-11-16(21)12-8-14)17-3-1-2-4-18(17)25(22,23)24-19/h1-12,20-21H

InChI key

BELBBZDIHDAJOR-UHFFFAOYSA-N

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General description

Phenol Red is a phenolsulfonphthalein compound. It is present as a sulfonated hydroxyquinone in weakly acidic aqueous solutions. In alkaline solutions, the dye forms a hydrophilic dianion (a small, red anion and has a larger conjugated system than the yellow hydroxyquinone).

Application

Phenol red is commonly used as a pH indicator in biology and medicine. It is incorporated into microbiological culture media for the identification of Escherichia coli strains. Its clinical diagnostic applications include investigation of gastric and duodenal ulcers and in the assessment of tear function in ophthalmology. Phenol red is also used as a tracer to assess the permeability of the ileal mucosal membrane and to assess bacterial leakage through root-filling materials in dentistry.
Suitable for use as a pH indicator.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

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Shin-Nosuke Uno et al.
Nature chemistry, 6(8), 681-689 (2014-07-24)
Single-molecule localization microscopy is used to construct super-resolution images, but generally requires prior intense laser irradiation and in some cases additives, such as thiols, to induce on-off switching of fluorophores. These requirements limit the potential applications of this methodology. Here
Sabine C Den Hartogh et al.
Stem cells (Dayton, Ohio), 33(1), 56-67 (2014-09-05)
Understanding early differentiation events leading to cardiogenesis is crucial for controlling fate of human pluripotent stem cells and developing protocols that yield sufficient cell numbers for use in regenerative medicine and drug screening. Here, we develop a new tool to
Lynsey M Cree et al.
Human reproduction (Oxford, England), 30(6), 1410-1420 (2015-03-31)
Does maternal ageing and ovarian stimulation alter mitochondrial DNA (mtDNA) copy number and gene expression of oocytes and cumulus cells from a novel bovine model for human IVF? Oocytes collected from females with identical nuclear genetics show decreased mtDNA copy
Tatsuya Murakami et al.
ACS nano, 8(7), 7370-7376 (2014-06-20)
Surface engineering of mesoscopic metal nanoparticles to increase biocompatibility and cell interaction is important for improvement of their therapeutic properties. Here, we describe a strategy to stabilize mesoscopic metal nanoparticles and to enhance their cell interaction by stepwise addition of
Philipp Müller et al.
Cancer immunology research, 2(8), 741-755 (2014-06-12)
Antibody-drug conjugates (ADC) are emerging as powerful treatment strategies with outstanding target-specificity and high therapeutic activity in patients with cancer. Brentuximab vedotin represents a first-in-class ADC directed against CD30(+) malignancies. We hypothesized that its sustained clinical responses could be related

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