Studies on D-Glucosamine Derivatives. XIII. The Synthesis ofN-Acetyl-1-O-aminoacyl-D-glucosamines
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چکیده
منابع مشابه
Synthesis of oseltamivir and tamiphosphor from N-acetyl-D-glucosamine.
Using N-acetyl-D-glucosamine as a starting material, the anti-influenza drugs oseltamivir and tamiphosphor were synthesized via a pivotal intermediate of aldehyde 8. An intramolecular Horner-Wadsworth-Emmons reaction was utilized to construct the highly functionalized cyclohexene ring. The existing N-acetyl group was transformed into an azido group for the subsequent aziridination, followed by ...
متن کاملMetabolism of D-glucosamine and N-acetyl-D-glucosamine in the intact rat.
It has been demonstrated that n-glucosamine and N-acetyln-glucosamine are metabolized in animal tissues to n-fructose via phosphorylated intermediates (14). It has also been shown that n-glucose is converted to n-glucosamine and incorporated into glycoproteins and mucopolysaccharides (Pll), probably through formation of uridine diphosphate derivatives as intermediates (4). Little work has been ...
متن کاملChemoenzymatic synthesis of N-acetyl-D-neuraminic acid from N-acetyl-D-glucosamine by using the spore surface-displayed N-acetyl-D-neuraminic acid aldolase.
Chemoenzymatic synthesis of N-acetyl-d-neuraminic acid from N-acetyl-d-glucosamine using the spore surface-displayed N-acetyl-d-neuraminic acid aldolase at a high concentration (53.9 g liter(-1)) was achieved in this study. Thus, displaying a target enzyme on the surface of spores might be an alternative for integration of biocatalytic conversion into chemical synthesis.
متن کاملDifferential scanning calorimetric studies on binding of N-acetyl-D-glucosamine to lysozyme.
Differential scanning calorimetric (DSC) measurements were performed on the thermal denaturation of lysozyme and lysozyme complexed with N-acetyl-D-glucosamine (GlcNAc) at pH 5.00 (acetate buffer), 4.25 and 2.25 (Gly-HCl buffer). DSC data have been analyzed to obtain denaturation temperature T(d), enthalpy of denaturation DeltaH(D), heat capacity of denaturation DeltaC(pd) and cooperativity ind...
متن کاملIs N-acetyl-d-glucosamine a rigid 4C1 chair?
Understanding microsecond-timescale dynamics is crucial to establish three-dimensional (3D) structure-activity relationships in sugars but has been intractable to experiments and simulations. As a consequence, whether arguably the most important chemical scaffold in glycobiology, N-acetyl-d-glucosamine (GlcNAc), deviates from a rigid (4)C(1) chair is unknown. Here, conformer populations and exc...
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ژورنال
عنوان ژورنال: Bulletin of the Chemical Society of Japan
سال: 1966
ISSN: 0009-2673,1348-0634
DOI: 10.1246/bcsj.39.2009