摘要
以含有7个羟基的乙酰化β-环糊精为引发剂,开环聚合4-氨基甲酸苄酯-ε-己内酯(CABCL)单体,得到星形七臂官能化聚己内酯(CDSPCABCL)。并使用酸脱法与钯碳氢解法对CDSPCABCL的甲酸苄酯保护基脱保护,得到星形聚氨基己内酯(CDPACL)。同时,探索了投料比、聚合温度、聚合时间对CDSPCABCL聚合度的影响,以及酸脱法的酸倍数与反应时间、钯碳氢解法的反应时间对CDPACL断链率与脱保护率的影响。通过1 H NMR、GPC、FT-IR与TGA表征各步骤产物。最后通过CDPACL的氨基与生物素的羧基发生酯化反应,得到生物素化的星形聚己内酯,其在癌细胞靶向、生物探针等领域有潜在的应用前景。
Per-2,3-acetyl-β-cyclodextrin （Acetyl-β-CD） containing seven hydroxyl groups was used as a multi- functional initiatior for ring-open polymerization of β-（carhamic acid benzyl ester）-ε-caprolactone （CABCL） to prepare β-CD centered seven-arm poly（γ-（carbamic acid benzyl ester）-ε- caprolactone） （CDSPCABCL）. The deprotection of carbobenzoxy groups of CDSPCABCL was taken by two ways, acid conditions and Pd/C hydrogenolysis conditions, to obtain β-CD cencered poly（γ-amino-ε-caprolactone） （CDPACL）. Effects of feed ratio, reaction temperature and reac tion time on degree of polymerization of CDSPCABCL were also investigated. And multiple of excessive acid and reaction time in acid conditions and reaction time in Pd/C hydrogenolysis conditions were researched for chain scission rate and deprotection degree of CDPACL. Two polymers were characterized by 1H NMR, GPC, FT-IR and thermogravi- metric analysis （TGA）. The free amino groups of CDPACL were further modified with biotin to gain biotinylated starshape polycaprolactone, which may be applied to cancer targeting and bio-probes.
关键词
星形聚合物
环糊精
官能化聚己内酯
生物素
star-shape polymer
cyclodextrin
functionalized polycaprolactone
biotin
