59767

Chlorophenol Red-β-D-galactopyranoside

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

• Synonym(s): CPRG, Chlorophenol Red-β-D-galactoside
• 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

Properties

• 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

Description

General description

Chlorophenol red-β-D-galactopyranoside (CPRG) is a long-wavelength yellow[1] dye commonly used for colorimetric assays.[2] 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.[1] 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.[2]

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[1]
• in colorimetric detection of multiple clinically relevant mutations using a lacZ output gene[3]
• in colorimetric assay for bacteria quantification[4]

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.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)