111495-86-4 Usage
Uses
Used in Enzyme Inactivation:
2,4-DINITROPHENYL-2-FLUORO-2-DEOXY-BETA-D-GLUCOPYRANOSIDE is used as an inactivator for glycosidases due to its ability to specifically target and inactivate these enzymes. This property makes it a valuable tool in the study and manipulation of glycosidase activity.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2,4-DINITROPHENYL-2-FLUORO-2-DEOXY-BETA-D-GLUCOPYRANOSIDE is used as a key compound in the development of drugs targeting glycosidase-related diseases. Its mechanism-based inactivation of glycosidases can potentially lead to therapeutic applications in various conditions.
Used in Research and Development:
2,4-DINITROPHENYL-2-FLUORO-2-DEOXY-BETA-D-GLUCOPYRANOSIDE is also used in research and development for the synthesis and degradation of oligosaccharides and polysaccharides. Its role in these processes can contribute to the advancement of knowledge in glycobiology and the development of novel bioactive compounds.
Used in Chemical Synthesis:
In the field of chemical synthesis, 2,4-DINITROPHENYL-2-FLUORO-2-DEOXY-BETA-D-GLUCOPYRANOSIDE is utilized as a starting material or intermediate in the production of various complex carbohydrates and their derivatives, which can have applications in different industries, such as pharmaceuticals, food, and materials science.
Check Digit Verification of cas no
The CAS Registry Mumber 111495-86-4 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,1,1,4,9 and 5 respectively; the second part has 2 digits, 8 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 111495-86:
(8*1)+(7*1)+(6*1)+(5*4)+(4*9)+(3*5)+(2*8)+(1*6)=114
114 % 10 = 4
So 111495-86-4 is a valid CAS Registry Number.
111495-86-4Relevant academic research and scientific papers
The role of sugar substituents in glycoside hydrolysis
Namchuk, Mark N.,McCarter, John D.,Becalski, Adam,Andrews, Trevor,Withers, Stephen G.
, p. 1270 - 1277 (2007/10/03)
A series of monosubstituted deoxy and deoxyfluoro 2,4-dinitrophenyl (DNP) β-D-glycopyranosides was synthesized and used to probe the mechanism of spontaneous β-glycoside hydrolysis. Their relative rates of hydrolysis followed the order 2-deoxy > 4-deoxy > 3-deoxy ? 6-deoxy > parent > 6-deoxy- 6-fluoro > 3-deoxy-3-fluoro > 4-deoxy-4-fluoro > 2-deoxy-2-fluoro. Hammett correlations of the pH-independent hydrolysis rates of each of the 6-, 4-, 3- , and 2-position substituted glycosides with the σ1 value for the sugar ring substituent were linear (r = 0.95 to 0.999, π(I) = -2.2 to -10.7), consistent with hydrolysis rates being largely dictated by field effects on an electron-deficient transition state. The relative rates of hydrolysis of the DNP glucosides can be rationalized on the basis of the stabilities of the oxocarbenium ion-like transition states, as predicted by the Kirkwood- Westheimer model. The primary determinant of the rate of hydrolysis within a series appears to be the field effect of the ring substituent on O5, the principal center of charge development at the transition state. Differences in the rates of hydrolysis between different series of hexopyranosides may not arise solely from field effects and likely also reflect differences in steric factors or solvation.
