d-Glucose as a multivalent chiral scaffold for combinatorial chemistry

Due to their high density of functional groups and their availability in a variety of diastereomeric forms, monosaccharides are considered attractive scaffolds for combinatorial chemistry that allow the attachment and defined spatial alignment of up to five different pharmacophoric groups. For their...

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Bibliographic Details
Published in:Carbohydrate research 2002-11, Vol.337 (21), p.2089-2110
Main Authors: Opatz, Till, Kallus, Christopher, Wunberg, Tobias, Schmidt, Wolfgang, Henke, Stefan, Kunz, Horst
Format: Article
Language:English
Subjects:
Alkylation
Chromatography, High Pressure Liquid
Combinatorial chemistry
Combinatorial Chemistry Techniques
Cross-Linking Reagents
Crystallography, X-Ray
Glucose - chemistry
Molecular Structure
Scaffold
Solid phase
Spectrometry, Mass, Electrospray Ionization
Thioglycoside anchor
Thioglycosides - chemistry
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Summary:Due to their high density of functional groups and their availability in a variety of diastereomeric forms, monosaccharides are considered attractive scaffolds for combinatorial chemistry that allow the attachment and defined spatial alignment of up to five different pharmacophoric groups. For their application in combinatorial syntheses on solid phase, a set of selectively removable hydroxy protecting groups in combination with a cleavable anchor is required. Herein, we report on the construction and use of a versatile multivalent glucose building block for parallel synthesis on the solid phase. Graphic
ISSN:0008-6215
1873-426X
DOI:10.1016/S0008-6215(02)00301-4