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Merck

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:
99792-79-7
Molecular Weight:
585.41
UNSPSC Code:
12352204
PubChem Substance ID:
57651696
NACRES:
NA.83
MDL number:
MFCD05863726

Key Documents

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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)

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN8753
BCCL5523
BCCH9407
BCCF5075
BCCB4668

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