Srinivas Oruganti, Radhika S, Bandaru Narasimha Murthy, Nadimpalli Siva Kumar, Jayaraman Narayanaswamy
Department of Organic Chemistry, Indian Institute of Science, Bangalore 560 012, India.
Org Biomol Chem. 2005 Dec 7;3(23):4252-7. doi: 10.1039/b506348e. Epub 2005 Oct 31.
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.
本文介绍了6-磷酸甘露吡喃糖基多价树枝状簇状糖苷的合成。使用了具有0.5 - 3.5代的基于聚（酰胺胺）的树枝状聚合物，其含有羧酸外围官能团，以便在树枝状聚合物的外围安装4、8、16和32个6-磷酸甘露吡喃糖基残基。通过胺连接的6-磷酸甘露吡喃糖基单体单元与羧酸官能化的树枝状聚合物之间形成酰胺键来合成树枝状簇状糖苷。通过1H、13C和31P核磁共振光谱以及用间苯二酚测定法进行糖含量分析来评估含6-磷酸甘露糖的树枝状聚合物的组成。对少数新合成的含6-磷酸甘露糖的树枝状聚合物进行的初步生物学研究表明，这些化合物可以结合纯化的山羊肝甘露糖6-磷酸受体（MPR 300）蛋白。
