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59767

Chlorophenol Red-β-D-galactopyranoside

Name: Chlorophenol Red-&#946;-<SC>D</SC>-galactopyranoside
Brand: SIGMA

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:

99792-79-7

Molecular Weight:

585.41

UNSPSC Code:

12352204

PubChem Substance ID:

57651696

NACRES:

NA.83

MDL number:

MFCD05863726

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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)

Regulatory Information

涉药品监管产品

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Enhanced gene delivery and mechanism studies with a novel series of cationic lipid formulations.

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

A new pharmacological screening assay with Trypanosoma cruzi epimastigotes expressing beta-galactosidase.

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

The effect of physico-chemical parameters and chemical compounds on the activity of beta-d-galactosidase (B-GAL), a marker enzyme for indicator microorganisms in water.

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)

A sensitive method for the detection of beta-galactosidase in transfected mammalian cells.

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

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Global Trade Item Number

SKU	GTIN
59767-25MG-F	04061832644479
59767-100MG-F	04061832644462

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