L-Serine from D-Glucosamine
نویسندگان
چکیده
منابع مشابه
The shape of D-glucosamine.
The bioactive amino monosaccharide D-glucosamine has been generated in the gas phase via laser ablation of D-glucosamine hydrochloride. Three cyclic α-(4)C1 pyranose forms have been identified using Fourier transform microwave techniques. Stereoelectronic hyperconjugative forces - essentially linked with the anomeric or gauche effect - and cooperative OH···O, OH···N and NH···O chains, extended ...
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(2S,3R)-3-Hydroxy-2-(hydroxymethyl)-3,6-dihydro-2H-pyridine 8, an important precursor for the synthesis of polyhydroxylated piperidine azasugars, has been prepared from L-serine. Highly stereoselective nucleophilic addition to amino aldehyde 5 gave the corresponding allylic alcohol 6 which proceeded to give dihydro-2H-piridine 7a via a Grubbs II catalyzed RCM. Stereoselective H-bond directed ep...
متن کاملUDP-N-methyl-D-glucosamine-phosphate--a possible intermediate of N-methyl-L-glucosamine moiety of streptomycin.
The formation of N-methyl-L-glucosamine moiety of streptomycin from D-glucosamine by Streptomyces griseus was studied. The addition of thymine to the culture medium stimulated the formation of streptomycin and the incorporation of D-glucosamine into N-methyl-L-glucosamine moiety. During a study of sugar nucleotides in the mycelia, a novel UDP-amino sugar was isolated. The compound was formed be...
متن کاملSynthesis 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 kketyl-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 ...
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ژورنال
عنوان ژورنال: The Tohoku Journal of Experimental Medicine
سال: 1955
ISSN: 0040-8727,1349-3329
DOI: 10.1620/tjem.62.329