59767
Chlorophenol Red-β-D-galactopyranoside
β-galactosidase, ≥90% (HPLC), powder or crystals
Synonym(s):
CPRG, Chlorophenol Red-β-D-galactoside
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About This Item
Empirical Formula (Hill Notation):
C25H22Cl2O10S
CAS Number:
Molecular Weight:
585.41
UNSPSC Code:
12352204
PubChem Substance ID:
NACRES:
NA.83
MDL number:
Product Name
Chlorophenol Red-β-D-galactopyranoside, ≥90% (HPLC)
assay
≥90% (HPLC)
form
powder or crystals
solubility
water: 20 mg/mL, clear, orange to very deep red
storage temp.
−20°C
SMILES string
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
InChI key
YOUWVNCQJOMMEU-AETRGLENSA-N
General description
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
Other Notes
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.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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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
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)
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.