25775-96-6 Usage
Description
2',4'-dinitrophenyl-beta-galactopyranoside is a pale yellow solid compound that serves as a useful substrate for studying the mechanism of action of glycosidases and related enzymes. It is commonly utilized in biochemical research to investigate enzyme kinetics, specificity, and the development of novel inhibitors for these enzymes.
Uses
Used in Biochemical Research:
2',4'-dinitrophenyl-beta-galactopyranoside is used as a substrate for the study of glycosidase enzymes due to its ability to interact with these enzymes and provide insights into their catalytic mechanisms.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2',4'-dinitrophenyl-beta-galactopyranoside is used as a tool compound for the development of inhibitors targeting glycosidases, which are often associated with various diseases, including cancer and infectious diseases. By understanding the interaction between this compound and the enzymes, researchers can design more effective drugs to modulate enzyme activity.
Used in Analytical Chemistry:
2',4'-dinitrophenyl-beta-galactopyranoside is also used as a reference compound in analytical chemistry for the detection and quantification of glycosidase activity. Its distinct chemical properties make it an ideal candidate for colorimetric or fluorometric assays, which are crucial for monitoring enzyme activity in various experimental setups.
Used in Enzyme Assay Development:
2',4'-dinitrophenyl-beta-galactopyranoside is used as a standard in the development of enzyme assays to measure the activity of glycosidases. The assays are essential for understanding the role of these enzymes in biological processes and for the development of therapeutic strategies targeting them.
Check Digit Verification of cas no
The CAS Registry Mumber 25775-96-6 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,5,7,7 and 5 respectively; the second part has 2 digits, 9 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 25775-96:
(7*2)+(6*5)+(5*7)+(4*7)+(3*5)+(2*9)+(1*6)=146
146 % 10 = 6
So 25775-96-6 is a valid CAS Registry Number.
InChI:InChI=1/C12H14N2O10/c15-4-8-9(16)10(17)11(18)12(24-8)23-7-2-1-5(13(19)20)3-6(7)14(21)22/h1-3,8-12,15-18H,4H2/t8-,9+,10+,11-,12-/m1/s1
25775-96-6Relevant articles and documents
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.
The effect of methanol and dioxan on the rates of the beta-galactosidase-catalysed hydrolyses of some beta-D-galactrophyranosides: rate-limiting degalactosylation. The ph-dependence of galactosylation and degalactosylation.
Sinnott,Viratelle
, p. 81 - 87 (2007/10/04)
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