369-07-3 Usage
Uses
Used in Enzyme Assays:
2-Nitrophenyl-beta-D-galactopyranoside is used as a colorimetric substrate for enzyme assays, specifically for the detection and quantification of β-galactosidase activity. The enzyme cleaves the substrate, releasing a yellow-colored product (2-nitrophenol) that can be easily measured spectrophotometrically, allowing for the assessment of enzyme activity levels.
Used in Research and Diagnostics:
In the field of research and diagnostics, 2-Nitrophenyl-beta-D-galactopyranoside is employed as a reagent for the identification and characterization of β-galactosidase enzymes. It is particularly useful in the study of enzyme kinetics, enzyme inhibition, and the development of new drugs targeting β-galactosidase.
Used in Quality Control:
2-Nitrophenyl-beta-D-galactopyranoside is used as a quality control tool in the production of β-galactosidase enzymes and related products. By monitoring the enzyme's activity against this substrate, manufacturers can ensure the consistency and reliability of their products.
Used in Educational Laboratories:
In educational settings, 2-Nitrophenyl-beta-D-galactopyranoside serves as a valuable teaching tool for demonstrating enzyme-catalyzed reactions and the principles of colorimetric analysis. Students can observe the color change directly, which helps them understand the relationship between enzyme activity and substrate conversion.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2-Nitrophenyl-beta-D-galactopyranoside is utilized as a counterpart to the widely employed pNPP/alkaline phosphatase substrate. This allows for the development of new assays and diagnostic tools that can be used to study various biological processes and diseases related to β-galactosidase activity.
Used in Environmental Monitoring:
2-Nitrophenyl-beta-D-galactopyranoside can be employed in environmental monitoring applications to detect the presence of β-galactosidase-producing microorganisms in various samples, such as soil, water, and air. This information can be used to assess the health of ecosystems and the potential impact of pollutants on microbial communities.
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.]
Check Digit Verification of cas no
The CAS Registry Mumber 369-07-3 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 3,6 and 9 respectively; the second part has 2 digits, 0 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 369-07:
(5*3)+(4*6)+(3*9)+(2*0)+(1*7)=73
73 % 10 = 3
So 369-07-3 is a valid CAS Registry Number.
InChI:InChI=1/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+/m0/s1
369-07-3Relevant academic research and scientific papers
Aryl O- and S-galactosides and lactosides as specific inhibitors of human galectins-1 and -3: Role of electrostatic potential at O-3
Giguere, Denis,Sato, Sachiko,St-Pierre, Christian,Sirois, Suzanne,Roy, Rene
, p. 1668 - 1672 (2007/10/03)
Phase transfer catalyzed reaction was used for the high yielding synthesis of aryl 1-thio-β-d-galacto- and lacto-pyranosides carrying a panel of substituents on the phenyl groups. Best galectin-1 inhibitors were simple p-nitrophenyl thiogalactoside 5a for
STEREOSELECTIVE SYNTHESES OF O- AND S-NITROPHENYL GLYCOSIDES. PART III. SYNTHESES IN THE &α-D-GALACTOPYRANOSE AND &α-MALTOSE SERIES
Apparu, Maecel,Blanc-Muesser, Michele,Defaye, Jacques,Driguez, Hugues
, p. 314 - 320 (2007/10/02)
The action of p-nitrophenol penta-O-acetyl-β-D-galactopyranose in dichloromethane, in the presence of stannic tetrachloride gave p-nitrophenyl α-D-galactoside in fair yield.This technique failed when o-nitrophenol was used.Tetra-O-acetyl-β-D-galactopyranosyl and hepta-O-acetyl-β-maltosyl chlorides were converted to p- or o-nitrophenyl α-D-glycosides and p-nitrophenyl α-D-1-thioglycosides in good yield using hexamethylphosphoramide as a solvent and the sodium salt of the phenols as nucleophiles.The galactosides have been functionalized for further condensation at the C-4 position by selective benzoylation.
Alpha-galactosidase production
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, (2008/06/13)
A process for the production of α-galactosidase by culturing the mold Penicillium duponti in an aqueous medium containing at least one sugar with at least one αD-galactopyranosyl bond and collecting the mycelium thus obtained.
