| Identification | More | [Name]
2-Nitrophenyl-beta-D-galactopyranoside | [CAS]
369-07-3 | [Synonyms]
2-NITROPHENYL-B-D-GALACTOPYRANOSIDE
2-NITROPHENYL-B-D-GALACTOSIDE
2'-NITROPHENYL-BETA-D-GALACTOPYRANOSIDE
2-NITROPHENYL-BETA-D-GALACTOPYRANOSIDE
2-NITROPHENYL-BETA-D-GALACTOSIDE
2-NITROPHENYL BETA-D-GALACTOSIDE-(1,5)
2-NITROPHENYL-BETA-D-GALAKTOPYRANOSIDE
NITROPHENYL-B-D-GALACTOPYRANOSIDE, 2-
O-NITROPHENYL-B-D-GALACTOPYRANOSIDE
O-NITROPHENYL-BETA-D-GALACTOPYRANOSIDE
O-NITROPHENYL BETA-D-GALACTOSIDE
ONP-BETA-D-GAL
ONP BETA-D-GALACTOPYRANOSIDE
ONPG
2-Nitrophenyl hexopyranoside
2-Nitrophenyl-beta-delta-galactopyranoside
beta-D-Galactopyranoside, 2-nitrophenyl
beta-d-galactopyranoside,2-nitrophenyl
Galactopyranoside, o-nitrophenyl, beta-D-
o-Nitrophenyl beta-galactoside | [EINECS(EC#)]
206-716-1 | [Molecular Formula]
C12H15NO8 | [MDL Number]
MFCD00063255 | [Molecular Weight]
301.25 | [MOL File]
369-07-3.mol |
| Chemical Properties | Back Directory | [Appearance]
White Crystalline Solid | [Melting point ]
186-193 °C (dec.)
| [alpha ]
-70 º (c=1, H2O) | [Boiling point ]
442.39°C (rough estimate) | [density ]
1.3709 (rough estimate) | [refractive index ]
-68.8 ° (C=1, H2O) | [storage temp. ]
2-8°C
| [solubility ]
DMSO (Slightly), Water (Slightly, Heated, Sonicated) | [form ]
Powder | [pka]
12.69±0.70(Predicted) | [color ]
White to very slightly yellow | [Optical Rotation]
[α]20/D 70±1°, c = 1% in H2O | [Water Solubility ]
Soluble in water. | [BRN ]
92207 | [InChIKey]
KUWPCJHYPSUOFW-RMPHRYRLSA-N | [CAS DataBase Reference]
369-07-3(CAS DataBase Reference) | [NIST Chemistry Reference]
Galactopyranoside, o-nitrophenyl, beta-d-(369-07-3) |
| Hazard Information | Back Directory | [Description]
2-Nitrophenyl-β-D-galactopyranoside (ONPG) is a colorimetric and spectrophotometric substrate for detecting β-galactosidase activity. This compound is usually colorless. However, if β-galactosidase is present, it hydrolyzes the ONPG molecule into galactose and ortho-nitrophenol. The latter compound has a yellow color that can be used to check for enzyme activity utilizing a colorimetric assay (at 420 nm wavelength). β-Galactosidase is required for lactose utilization, so the intensity of the color produced can be used to measure the enzymatic rate. Though ONPG mimics lactose and is hydrolyzed by β-galactosidase, it cannot act as an inducer for the lac operon. Without another lactose analog that can act as an inducer, such as isopropyl β-D-1-thiogalactopyranoside (IPTG), β-galactosidase will not be transcribed and ONPG will not be hydrolyzed. | [Chemical Properties]
White Crystalline Solid | [Uses]
2-Nitrophenyl-beta-D-galactopyranoside is a β-Galactosidase substrate for colorimetric and EIA applications; counterpart of widely employed pNPP/alkaline phosphatase substrate. | [Definition]
ChEBI: A beta-D-galactoside having a 2-nitrophenyl substituent at the anomeric position. | [General Description]
ONPG (2-Nitrophenyl β-D-galactopyranoside) is a colorimetric substrate for β-galactosidase. | [Biochem/physiol Actions]
β-galactosidase, breaks down lactose into galactose and glucose. β-Galactosidase is not lactose specific and can act on simple galactosides. 2-Nitrophenyl β-D-galactopyranoside hydrolysis results in the release of galactose and a yellow chromogenic compound. The test substrate does not depend on an induced or constitutive permease enzyme to enter the cell, therefore reactions are rapid and occur within a 24-hour period. | [Purification Methods]
Purify 2-nitrophenyl--D-galactopyranoside by recrystallisation from EtOH. [Seidman & Link J Am Chem Soc 72 4324 1950, Snyder & Link J Am Chem Soc 75 1758 1953]. It is a
chromogenic substrate for -galactosidases [Jagota et al. J Food Sci 46 161 1981]. [Beilstein 17/7 V 52.] |
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