16790-33-3 Usage
Description
4-Nitrophenyl2-O-(b-D-glucopyranosyl)-b-D-glucopyranoside is a white solid compound that is useful in organic synthesis. It is a glycoside derivative of 4-nitrophenol, where the phenol group is linked to two glucose units through a β-glycosidic bond. 4-Nitrophenyl2-O-(b-D-glucopyranosyl)-b-D-glucopyranoside is commonly used as a substrate in enzymatic reactions, particularly in the study of glycosidase enzymes.
Uses
Used in Organic Synthesis:
4-Nitrophenyl2-O-(b-D-glucopyranosyl)-b-D-glucopyranoside is used as a synthetic intermediate for the preparation of various glycoside derivatives and complex carbohydrates. Its unique structure allows for the development of novel compounds with potential applications in the pharmaceutical, food, and cosmetic industries.
Used in Enzyme Assays:
In the field of biochemistry, 4-Nitrophenyl2-O-(b-D-glucopyranosyl)-b-D-glucopyranoside is used as a substrate in enzyme assays to study the activity of glycosidase enzymes. Upon enzymatic cleavage, the 4-nitrophenol group is released, which can be easily detected and quantified due to its yellow color. This allows researchers to monitor enzyme activity and kinetics, as well as screen for potential enzyme inhibitors.
Used in Drug Development:
4-Nitrophenyl2-O-(b-D-glucopyranosyl)-b-D-glucopyranoside can be used as a starting material for the development of new drugs targeting glycosidase enzymes. These enzymes are involved in various biological processes, including cell signaling, immune response, and the degradation of complex carbohydrates. Inhibiting or modulating their activity can have therapeutic benefits in treating diseases such as cancer, infectious diseases, and genetic disorders.
Used in Analytical Chemistry:
In analytical chemistry, 4-Nitrophenyl2-O-(b-D-glucopyranosyl)-b-D-glucopyranoside can be used as a reference compound for the development and validation of analytical methods for the detection and quantification of glycosides and related compounds. Its unique chemical properties and reactivity make it a valuable tool for the optimization of chromatographic, spectroscopic, and electrochemical techniques.
Check Digit Verification of cas no
The CAS Registry Mumber 16790-33-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,6,7,9 and 0 respectively; the second part has 2 digits, 3 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 16790-33:
(7*1)+(6*6)+(5*7)+(4*9)+(3*0)+(2*3)+(1*3)=123
123 % 10 = 3
So 16790-33-3 is a valid CAS Registry Number.
16790-33-3Relevant articles and documents
Creation of an α-mannosynthase from a broad glycosidase scaffold
Yamamoto, Keisuke,Davis, Benjamin G.
supporting information; experimental part, p. 7449 - 7453 (2012/09/21)
α-Mannosides made easy: Mutation of a family-GH31 α-glucosidase that displays plasticity to alterations at the 2-OH position of donor substrates created an efficient α-mannoside-synthesizing biocatalyst. A simple fluoride donor reagent was used for the synthesis of a range of mono-α-mannosylated conjugates using the α-mannosynthase displaying low (unwanted) oligomerization activity. Copyright
A SIMPLE STRATEGY FOR CHANGING THE REGIOSELECTIVITY OF GLYCOSIDASE-CATALYSED FORMATION OF DISACCHARIDES
Nilsson, Kurt G. I.
, p. 95 - 104 (2007/10/02)
The regioselectivity of glycosidase-catalysed formation of disaccharides can be changed by using α- or β-glycosyl acceptors with various aglycons.The preponderant formation of other than (1->6) linkages can be effected with glycosidases which normally give (1->6) linkages.Thus, an α-D-galactosidase can be induced to catalyse the formation mainly of α-(1->2)-, α-(1->3)-, or α-(1->6)-linked digalctosides.Both the structure of the aglycon and the configuration of the glycosidic linkage can have a pronounced influence on the regioselectivity of disaccharide formation.Enzymic syntheses, in yields of 20-30percent, are described of α-D-Galp-(1->3)-α-D-Galp-OMe, β-D-Galp-(1->3)-β-D-Galp-OMe, β-D-Galp-(1->6)-α-D-Galp-OMe, α-D-Manp-(1->2)-α-D-Manp-OMe, α-D-Manp-(1->6)-α-D-Manp-OMe, α-D-Galp-(1->2)-α-D-Galp-OPhNO2-o, α-D-Galp-(1->3)-α-D-Galp-OPhNO2-p, α-D-Manp-(1->2)-α-D-Manp-OPhNO2-p, and α-D-Manp-(1->2)-α-D-Manp-(1->2)-α-D-Manp-OMe.Soluble and immobilised enzymes have been used.
p-NITROPHENYL 2-, AND 3-O-α-D-MANNOPYRANOSYL-α-D-MANNOPYRANOSIDE
Ekborg, Goeran,Glaudemans, Cornelis P. J.
, p. 83 - 88 (2007/10/02)
p-Nitrophenyl 3- and 2-O-benzoyl-4,6-O-benzylidene-α-D-mannopyranoside were each condensed with 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl bromide, and the products were deprotected, to yield, respectively, p-nitrophenyl 2- and 3-O-mannopyranosyl-α-D-mann