Introduction：Basic information about 2-Nitrophenyl-beta-D-galactopyranoside CAS 369-07-3, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
2-Nitrophenyl-beta-D-galactopyranoside Basic information
| Product Name: | 2-Nitrophenyl-beta-D-galactopyranoside |
| Synonyms: | 2-Nitrophenyl hexopyranoside;2-Nitrophenyl-beta-delta-galactopyranoside;2-(hydroxymethyl)-6-(2-nitrophenoxy)oxane-3,4,5-triol;o-Nitrophenyl-β-D-galactopyranoside - CAS 369-07-3 - Calbiochem;beta-D-Galactopyranoside, 2-nitrophenyl;beta-d-galactopyranoside,2-nitrophenyl;Galactopyranoside, o-nitrophenyl, beta-D-;o-Nitrophenyl beta-galactoside |
| CAS: | 369-07-3 |
| MF: | C12H15NO8 |
| MW: | 301.25 |
| EINECS: | 206-716-1 |
| Product Categories: | Enzyme substrates;Carbohydrates & Derivatives;Substrates;Biochemistry;Galactose;Glycosides;Sugars;substrate |
| Mol File: | 369-07-3.mol |
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2-Nitrophenyl-beta-D-galactopyranoside Chemical Properties
| 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) |
| pka | 12.69±0.70(Predicted) |
| form | Powder |
| color | White to very slightly yellow |
| Optical Rotation | [α]20/D 70±1°, c = 1% in H2O |
| Water Solubility | Soluble in water. |
| BRN | 92207 |
| InChI | 1S/C12H15NO8/c14-5-8-9(15)10(16)11(17)12(21-8)20-7-4-2-1-3-6(7)13(18)19/h1-4,8-12,14-17H,5H2/t8-,9+,10+,11-,12-/m1/s1 |
| InChIKey | KUWPCJHYPSUOFW-RMPHRYRLSA-N |
| SMILES | OC[C@H]1O[C@@H](Oc2ccccc2[N+]([O-])=O)[C@H](O)[C@@H](O)[C@H]1O |
| CAS DataBase Reference | 369-07-3(CAS DataBase Reference) |
| NIST Chemistry Reference | Galactopyranoside, o-nitrophenyl, beta-d-(369-07-3) |
Safety Information
| Hazard Codes | Xi |
| Risk Statements | 36/37/38 |
| Safety Statements | 22-24/25-36-26 |
| WGK Germany | 3 |
| F | 3-10-21 |
| HS Code | 29400090 |
| Storage Class | 11 - Combustible Solids |
2-Nitrophenyl-beta-D-galactopyranoside Usage And Synthesis
| 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 achromogenic substrate for -galactosidases [Jagota et al. J Food Sci 46 161 1981]. [Beilstein 17/7 V 52.] |
2-Nitrophenyl-beta-D-galactopyranoside Preparation Products And Raw materials
