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Sigma-Aldrich

Phenol Red

ACS reagent

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Synonym(s):
Phenolsulfonphthalein
Empirical Formula (Hill Notation):
C19H14O5S
CAS Number:
143-74-8
Molecular Weight:
354.38
Beilstein:
326470
EC Number:
205-609-7
MDL number:
MFCD00003552
PubChem Substance ID:
24847179
NACRES:
NA.47

grade

ACS reagent

Quality Level

200

form

powder

clarity of soln

passes test

technique(s)

titration: suitable

visual transition interval

6.8-8.2, yellow to red

solubility

water: 0.77 g/L at 100 °C

λmax

360 nm
557 nm (2nd)

ε (extinction coefficient)

≥10000 at 288-294 nm in H2O
≥55000 at 555-561 nm in H2O
≥7000 at 357-363 nm in H2O

application(s)

diagnostic assay manufacturing
hematology
histology

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 that 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 the investigation of gastric and duodenal ulcers and 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.
Phenol Red has been used for the preparation of phenol red gavage meal for measurement of gastric emptying in rats.
Suitable for use as a pH indicator.

Biochem/physiol Actions

Phenol Red is a pH indicator which changes color from yellow to red.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315 - H335

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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Preclinical gastrointestinal prokinetic efficacy and endocrine effects of the ghrelin mimetic RM-131.
Van der Ploeg L, et al.
Life Sciences, 109, 20-29 (2014)
TiO2 nanotube arrays of 1000 ?m length by anodization of titanium foil: phenol red diffusion.
Paulose M, et al.
The Journal of Physical Chemistry C, 111, 14992-14997 (2007)
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.
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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.
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