Synthesis of 1- d-6- O-[2-( N-hydroxyaminocarbonyl)amino-2-deoxy-α- d-glucopyranosyl]- myo-inositol 1-( n-octadecyl phosphate): a potential metalloenzyme inhibitor of glycosylphosphatidylinositol biosynthesis

1- d-6- O-[2-( N-Hydroxyaminocarbonyl)amino-2-deoxy-α- d-glucopyranosyl]- myo-inositol 1-( n-octadecyl phosphate) was prepared to probe the reaction mechanism of the putative zinc-dependent metalloenzyme 2-acetamido-2-deoxy-α- d-glucopyranosyl-(1→6)-phosphatidylinositol de- N-acetylase of glycosylph...

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Bibliographic Details
Published in:Carbohydrate research 2008-07, Vol.343 (9), p.1478-1481
Main Authors: Crossman, Arthur T., Urbaniak, Michael D., Ferguson, Michael A.J.
Format: Article
Language:English
Subjects:
Enzyme Inhibitors - chemical synthesis
Enzyme Inhibitors - chemistry
Enzyme Inhibitors - pharmacology
Glucosamine - analogs & derivatives
Glucosamine - chemical synthesis
Glucosamine - chemistry
Glucosamine - pharmacology
Glycosylphosphatidylinositol (GPI) membrane anchors
Glycosylphosphatidylinositols - biosynthesis
Hydroxyurea - chemistry
Inositol Phosphates - chemical synthesis
Inositol Phosphates - chemistry
Inositol Phosphates - pharmacology
Metalloproteins - antagonists & inhibitors
Metalloproteins - metabolism
Molecular Structure
N-Acetyl- d-glucosaminylphosphatidylinositol de- N-acetylase
N-Hydroxyurea
Zinc metalloenzyme inhibitor
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Summary:1- d-6- O-[2-( N-Hydroxyaminocarbonyl)amino-2-deoxy-α- d-glucopyranosyl]- myo-inositol 1-( n-octadecyl phosphate) was prepared to probe the reaction mechanism of the putative zinc-dependent metalloenzyme 2-acetamido-2-deoxy-α- d-glucopyranosyl-(1→6)-phosphatidylinositol de- N-acetylase of glycosylphosphatidylinositol biosynthesis.
ISSN:0008-6215
1873-426X
DOI:10.1016/j.carres.2008.03.028