Synthesis and biological evaluation of mannose-6-phosphate-coated multivalent dendritic cluster glycosides
Autor: | O Srinivas, Siva Kumar Nadimpalli, Narayanaswamy Jayaraman, Narasimha Murthy Bandaru, S. Radhika |
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Rok vydání: | 2005 |
Předmět: |
chemistry.chemical_classification
Dendrimers Mannosephosphates Chemistry Stereochemistry Goats Carboxylic acid Organic Chemistry Mannose Glycoside Mannose 6-phosphate Biochemistry Receptor IGF Type 2 chemistry.chemical_compound Monomer Liver Dendrimer Polyamines Animals Peptide bond Glycosides Physical and Theoretical Chemistry Protein Binding |
Zdroj: | Organic & Biomolecular Chemistry. 3:4252 |
ISSN: | 1477-0539 1477-0520 |
DOI: | 10.1039/b506348e |
Popis: | The synthesis of multivalent dendritic cluster glycosides of mannopyranosyl-6-phosphate is presented. Poly(amido amine)-based dendrimers of 0.5-3.5 generations, containing carboxylic acid peripheral functionalities, were utilized so as to install 4, 8, 16 and 32 mannopyranosyl-6-phosphate residues at the peripheries of the dendrimers. Amide bond formation between an amine-tethered mannopyranosyl-6-phosphate monomer unit and carboxylic acid-functionalized dendrimers was conducted to synthesize the dendritic cluster glycosides. The constitutions of the Man-6-P-containing dendrimers were assessed by 1H, 13C and 31P NMR spectroscopies and the sugar content analysis by a resorcinol assay. Preliminary biological studies with few newly synthesized Man-6-P-containing dendrimers showed that these compounds could bind the purified goat liver mannose 6-phosphate receptor (MPR 300) protein. |
Databáze: | OpenAIRE |
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