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59767

Sigma-Aldrich

Chlorphenolrot-β-D-galactopyranosid

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

Synonym(e):

CPRG, Chlorphenol Rot β-D-galactosid

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About This Item

Empirische Formel (Hill-System):
C25H22Cl2O10S
CAS-Nummer:
99792-79-7
Molekulargewicht:
585.41
MDL-Nummer:
MFCD05863726
UNSPSC-Code:
12352204
PubChem Substanz-ID:
57651696
NACRES:
NA.83

product name

Chlorphenolrot-β-D-galactopyranosid, ≥90% (HPLC)

Assay

≥90% (HPLC)

Form

powder or crystals

Löslichkeit

water: 20 mg/mL, clear, orange to very deep red

Lagertemp.

−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

InChIKey

YOUWVNCQJOMMEU-AETRGLENSA-N

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Allgemeine Beschreibung

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.

Anwendung

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

Sonstige Hinweise

Misst den Expressionslevel von β-Galactosidase in transfizierten Zellen. Das lacZ Gen ist ein beliebtes Reportergen bei Transfektionen, da sein Produkt, β-Galactosidase, ein sehr stabiles Enzym ist.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)

Analysenzertifikate (COA)

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Die Dokumentenbibliothek aufrufen

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
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)
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
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
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.
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