Synthesis of a high-mannose-type glycopeptide analog containing a glucose-asparagine linkage

The title compound was prepared by enzymatic transfer of oligosaccharide to a synthetic pentapeptide containing the Glc-Asn linkage. The compound was not hydrolyzed by glycoamidases from plant and bacterial sources, but it inhibited both enzymes in the micromolar range. Its activity is compared to o...

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Veröffentlicht in:	Bioorganic & medicinal chemistry letters 1998-07, Vol.8 (13), p.1763-1766
Hauptverfasser:	Deras, Ina L., Takegawa, Kaoru, Kondo, Akihiro, Kato, Ikunoshin, Lee, Yuan C.
Format:	Artikel
Sprache:	eng
Schlagworte:	Amino Acid Sequence Analytical, structural and metabolic biochemistry Asparagine - chemistry Bioconversions. Hemisynthesis Biological and medical sciences Biotechnology Carbohydrate Sequence Chemistry Enzymes and enzyme inhibitors Exact sciences and technology Fundamental and applied biological sciences. Psychology Glucose - chemistry Glycopeptides - chemical synthesis Glycopeptides - chemistry Hydrolases Magnetic Resonance Spectroscopy Mannose - chemistry Methods. Procedures. Technologies Molecular Sequence Data Organic chemistry Peptides Preparations and properties Protein Conformation
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Beschreibung
Zusammenfassung:	The title compound was prepared by enzymatic transfer of oligosaccharide to a synthetic pentapeptide containing the Glc-Asn linkage. The compound was not hydrolyzed by glycoamidases from plant and bacterial sources, but it inhibited both enzymes in the micromolar range. Its activity is compared to other potential inhibitors. Graphic
ISSN:	0960-894X 1464-3405
DOI:	10.1016/S0960-894X(98)00306-0