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59767

Sigma-Aldrich

Chlorophenol Red-β-D-galactopyranoside

β-galactosidase, ≥90% (HPLC), powder or crystals

Synonyme(s) :

CPRG, Chlorophenol Red-β-D-galactoside

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About This Item

Formule empirique (notation de Hill):
C25H22Cl2O10S
Numéro CAS:
99792-79-7
Poids moléculaire :
585.41
Numéro MDL:
MFCD05863726
Code UNSPSC :
12352204
ID de substance PubChem :
57651696
Nomenclature NACRES :
NA.83

product name

Chlorophenol Red-β-D-galactopyranoside, ≥90% (HPLC)

Pureté

≥90% (HPLC)

Forme

powder or crystals

Solubilité

water: 20 mg/mL, clear, orange to very deep red

Température de stockage

−20°C

Chaîne SMILES 

OC[C@H]1O[C@@H](Oc2ccc(cc2Cl)C(=C3/C=CC(=O)C(Cl)=C3)\c4ccccc4S(O)(=O)=O)[C@H](O)[C@@H](O)[C@H]1O

InChI

1S/C25H22Cl2O10S/c26-15-9-12(5-7-17(15)29)21(14-3-1-2-4-20(14)38(33,34)35)13-6-8-18(16(27)10-13)36-25-24(32)23(31)22(30)19(11-28)37-25/h1-10,19,22-25,28,30-32H,11H2,(H,33,34,35)/b21-12-/t19-,22+,23+,24-,25-/m1/s1

Clé InChI

YOUWVNCQJOMMEU-AETRGLENSA-N

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Description générale

Chlorophenol red-β-D-galactopyranoside (CPRG) is a long-wavelength yellow dye commonly used for colorimetric assays. It serves as a substrate for β-galactosidase (β-gal) which hydrolyzes CPRG to form chlorophenol red (purple colored). This product is quantified by measuring its absorbance at 570 nm. CPRG is used to identify fecal coliform bacteria. It is about 10 times more sensitive than other chromogenic agents such as o-nitrophenyl-β-galactoside (ONPG). CPRG also has a high rapid turnover.

Application

Chlorophenol Red-β-D-galactopyranoside has been used as a substrate for β-galactosidase (β-gal):
  • in paper-based cell-free protein expression system for target RNA detection
  • in colorimetric detection of multiple clinically relevant mutations using a lacZ output gene
  • in colorimetric assay for bacteria quantification

Autres remarques

Measures the expression levels of β-galactosidase in transfected cells. The lacZ gene is a popular reporter gene in transfection reactions because its product, β-galactosidase, is a very stable enzyme.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

C Vega et al.
Parasitology research, 95(4), 296-298 (2005-02-01)
We have developed a new pharmacological screening assay for epimastigotes of Trypanosoma cruzi (clone CL-B5) that express the Escherichia coli LacZ gene. The assay is based on determining the activity of the cytoplasmic beta-galactosidase released into the culture on membrane
V C Wutor et al.
Chemosphere, 68(4), 622-627 (2007-04-17)
The presence of coliforms in polluted water was determined enzymatically (in situ) by directly monitoring the activity of beta-d-galactosidase (B-GAL) through the hydrolysis of the yellow chromogenic subtrate, chlorophenol red beta-d-galactopyranoside (CPRG), which produced a red chlorophenol red (CPR) product.
Generation of antigen-specific, lacZ-inducible T-cell hybrids.
S Malarkannan et al.
Methods in molecular biology (Clifton, N.J.), 156, 265-272 (2000-11-09)
D C Eustice et al.
BioTechniques, 11(6), 739-740 (1991-12-01)
A sensitive method has been developed for the detection of E. coli beta-galactosidase in transfected HeLa cells. The chromogenic substrate, CPRG (chlorophenol red-beta-D-galactopyranoside), was compared with ONPG (o-nitrophenyl-beta-D-galactopyranoside) by kinetic analysis with purified beta-galactosidase. The Km for CPRG was 1.35
J H Felgner et al.
The Journal of biological chemistry, 269(4), 2550-2561 (1994-01-28)
The application of cationic liposome reagents has advanced DNA and mRNA transfection research in vitro, and data are accumulating which show their utility for in vivo gene transfer. However, chemical structure-activity data leading to a better mechanistic understanding of their
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