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59767

Sigma-Aldrich

Chlorophenol Red-β-D-galactopyranoside

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

Synonym(s):

CPRG, Chlorophenol Red-β-D-galactoside

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25 MG
¥13,000
100 MG
¥25,000

¥13,000

Estimated to ship onApril 17, 2025

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25 MG
¥13,000
100 MG
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About This Item

Empirical Formula (Hill Notation):
C25H22Cl2O10S
CAS Number:
99792-79-7
Molecular Weight:
585.41
MDL number:
MFCD05863726
UNSPSC Code:
12352204
PubChem Substance ID:
57651696
NACRES:
NA.83

¥13,000

Estimated to ship onApril 17, 2025

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

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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.[5][6]

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

59767-BULK-F:
59767-25MG-F:
59767-100MG-F:
59767-VAR-F:

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Certificates of Analysis (COA)

Lot/Batch Number
BCCL5523
BCCH9407
BCCF5075
BCCB4668
BCBZ7020

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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
Monpichar Srisa-Art et al.
Analytical chemistry, 90(1), 1035-1043 (2017-12-07)
Salmonella causes over a million foodborne illnesses per year in the United States resulting in more hospitalizations and deaths than any other foodborne bacterial pathogen. To help prevent outbreaks, a rapid, portable, sensitive, and reliable method for onsite detection of
Fan Hong et al.
Cell, 180(5), 1018-1032 (2020-02-29)
The ability to identify single-nucleotide mutations is critical for probing cell biology and for precise detection of disease. However, the small differences in hybridization energy provided by single-base changes makes identification of these mutations challenging in living cells and complex
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)
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