Controlled Linkage Techniques for Monosaccharides Introduced Methods allow automation of oligosaccharide production, offer route, similar to oligopeptide synthesis, to specialized carbohydrates
摘要:
Two methods to make oligosaccharides by controlled linking of monosaccharide derivatives have been devised by organic chemistry professor Samuel J. Danishefsky of Yale University and coworkers Randall L. Halcomb, graduate student, and Richard W. Friesen, National Research Council of Canada postdoctoral fellow. The method chosen can dictate not only sugar sequences but also whether linkages will have alpha or beta configurations [ J. Am. Chem. Soc. , 111 , 6656,6661 (1989)]. Moreover, in principle, the reactions are adaptable to automation in synthesizer instruments. Thus chemists may someday be able to make specialized carbohydrates in ways similar to present-day oligopeptide and oligonucleotide syntheses. The Yale accomplishment opens synthetic routes to known or novel glycoproteins, glycolipids, nucleosides, and antibiotics. In fact, many natural products are glycosides, since they have one or more sugar molecules joined to nonsugar compounds called aglycones. In the past, chemists contented themselves ...
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DOI:
10.1021/cen-v067n035.p025
被引量:
年份:
1989
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