A cyclo-trimer of acetonitrile combining fluorescent property with ability to induce osteogenesis and its potential as multifunctional biomaterial.

A biomaterial combining fluorescent property with ability to induce osteogenesis can serve as an ideal multifunctional scaffold in bone tissue engineering. However, the frequently used fluorescent agents can only serve as imaging probes. The polymer or oligomer with a conjugated system containing nitrogen atoms will fulfill these criteria. In this study, a cyclo-trimer of acetonitrile is synthesized using a facile method, which is proved to be 4-amino-2,6-dimethylpyrimidine. The cyclo-trimer of acetonitrile demonstrates strong intrinsic photoluminescence and has the potential for in vivo imaging. The cyclo-trimer of acetonitrile shows no toxicity both in vitro and in vivo. Moreover, the cyclo-trimer of acetonitrile significantly promotes the osteogenesis of SaOS-2 cells by improving alkaline phosphatase activity, collagen type I and osteocalcin expression, as well as expressions of osteoblastic genes, and enhances the matrix mineralization of rBMSCs. Thus, the cyclo-trimer of acetonitrile synthesized in present study illustrates the employment of this kind multifunctional biomaterial in bone tissue engineering and may offer great potential in biomedical applications where bioimaging and osteogenesis are both required.

STATEMENT OF SIGNIFICANCE: A conjugated cyclo-trimer of acetonitrile combining intrinsic fluorescent property with ability to induce osteogenesis was reported. Different from the traditional fluorescent dye or quantum dots, which are just "imaging agents", the cyclo-trimer of acetonitrile can serve as a multifunctional biomaterial and offer great potential in biomedical applications where bioimaging and osteogenesis are both required. To our best knowledge, the fluorescent property, especially fluorescent property in vivo and the ability of this molecule to induce osteogenesis have not been reported before. Our work illustrates the employment of this kind multifunctional biomaterial in bone tissue engineering and will highlight the importance of multifunctional biomaterial in biomedical applications.