Bisphosphonates (BPs) are a group of organophosphorus compounds which are used in the treatment of various bone related diseases. BPs possess a high affinity to the calcium in bone and thus can be used for bone targeting. Nanoparticles (NPs) are being developed as in-vivo targeted drug delivery systems. In this article, we report the synthesis and characterization of a new bisphosphonate vinylic monomer MA-Glu-BP (methacrylate glutamate bisphosphonate) prepared by interacting methacryloyl chloride with γ-Glu-BP. Non-fluorescent crosslinked bisphosphonate NPs of narrow size distribution were then prepared by dispersion co-polymerization of MA-Glu-BP with a vinylic monomer containing primary amino group, N-(3-aminopropyl) methacrylamide (APMA) and a crosslinker vinylic monomer, tetra ethylene glycol diacrylate (TTEGDA). Near infra-red (NIR) fluorescent crosslinked bisphosphonate NPs were then prepared by covalent conjugation of the NIR dye Cy-7 to the primary amino groups belonging to the APMA monomeric units of the non-fluorescent bisphosphonate NPs. The affinity of the poly(MA-Glu-BP) NPs to calcium was illustrated by interacting the NIR fluorescent poly(MA-Glu-BP) NPs with hydroxyapatite.

双膦酸盐（BPs）是一组有机磷化合物，可用于治疗各种与骨骼有关的疾病。BP对骨骼中的钙具有很高的亲和力，因此可用于骨骼靶向。纳米颗粒（NPs）正在开发为体内靶向药物递送系统。在本文中，我们报告了通过将甲基丙烯酰氯与γ-Glu-BP相互作用制备的新型双膦酸酯乙烯基单体MA-Glu-BP（甲基丙烯酸谷氨酸双膦酸酯）的合成和表征。然后，通过将MA-Glu-BP与含有伯氨基的乙烯基单体，N-（3-氨基丙基）甲基丙烯酰胺（APMA）和交联剂乙烯基单体进行分散共聚，制备出窄尺寸分布的非荧光交联双膦酸酯NP，四乙二醇二丙烯酸酯（TTEGDA）。然后通过将NIR染料Cy-7与属于非荧光双膦酸酯NP的APMA单体单元的伯氨基共价缀合，制备近红外（NIR）荧光交联双膦酸酯NP。通过近红外荧光聚（MA-Glu-BP）NP与羟基磷灰石的相互作用说明了聚（MA-Glu-BP）NP对钙的亲和力。