Brief introduction of N-((2S,3R,4R,5R,6R)-2,4,5-Trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-3-yl)acetamide

If you are interested in 14215-68-0, you can contact me at any time and look forward to more communication.Electric Literature of 14215-68-0

One of the major reasons for studying chemical kinetics is to use measurements of the macroscopic properties of a system, such as the rate of change in the concentration of reactants or products with time. 14215-68-0, Name is N-((2S,3R,4R,5R,6R)-2,4,5-Trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-3-yl)acetamide, molecular formula is C8H15NO6. In a Article,once mentioned of 14215-68-0, Electric Literature of 14215-68-0

Amide cis-trans isomerization (CTI) in methyl 2-deoxy-2-acylamido-d- glucopyranosides was investigated by 1H and 13C NMR spectroscopy. Singly 13C-labeled methyl 2-deoxy-2-formamido-d- glucopyranoside (MeGlcNFm) anomers provided standard 1H and 13C chemical shifts and 1H-1H and 13C-13C spin-coupling constants for cis and trans amides that are detected readily in aqueous solution. Equipped with this information, doubly 13C-labeled methyl 2-deoxy-2-acetamido-d-glucopyranoside (MeGlcNAc) anomers were investigated, leading to the detection and quantification of cis and trans amides in this biologically important aminosugar. In comparison to MeGlcNFm anomers, the percentage of cis amide in aqueous solutions of MeGlcNAc anomers is small (?23% for MeGlcNFm versus ?1.8% for MeGlcNAc at 42 C) but nevertheless observable with assistance from 13C-labeling. Temperature studies gave thermodynamic parameters deltaG, deltaH, and deltaS for cis-trans interconversion in MeGlcNFm and MeGlcNAc anomers. Cis/trans equilibria depended on anomeric configuration, with solutions of alpha-anomers containing less cis amide than those of beta-anomers. Confirmation of the presence of cis amide in MeGlcNAc solutions derived from quantitative 13C saturation transfer measurements of CTI rate constants as a function of solution temperature, yielding activation parameters Eact, deltaG ?, deltaH-, and deltaS ? for saccharide CTI. Rate constants for the conversion of trans to cis amide in MeGlcNFm and MeGlcNAc anomers ranged from 0.02 to 3.59 s-1 over 31-85 C, compared to 0.24-80 s-1 for the conversion of cis to trans amide over the same temperature range. Energies of activation ranged from 16-19 and 19-20 kcal/mol for the cis ? trans and trans ? cis processes, respectively. Complementary DFT calculations on MeGlcNFm and MeGlcNAc model structures were conducted to evaluate the effects of an acyl side chain and anomeric structure, as well as C2-N2 bond rotation, on CTI energetics. These studies show that aqueous solutions of GlcNAc-containing structures contain measurable amounts of both cis and trans amides, which may influence their biological properties.

If you are interested in 14215-68-0, you can contact me at any time and look forward to more communication.Electric Literature of 14215-68-0

Reference:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics