Cyclam

N,N′-hexamethylenebisacrylamide (HMBA) was obtained from Polysciences, Inc. Cyclam (1,4,8,11-tetraazacyclotetradecane) was ordered from Alfa Aesar. Dulbecco’s modified Eagle medium (DMEM), Dulbecco’s phosphate buffered saline (PBS), and FBS were from Thermo Scientific. Cell culture plates and flasks were ordered from BD Biosciences. Human SDF-1α was purchased from Shenandoah Biotechnology, Inc. Keratinocyte Serum Free Medium (K-SFM) and its supplements were ordered from Gibco. RPMI-1640 medium was purchased from Gibco. Pre-designed p53 siRNA was ordered from Sigma Aldrich. Cy5.5 labeled siRNA (siRNA-Cy5.5) were from Dharmacon. Real-time PCR (RT-PCR) primers were ordered from Invitrogen. CXCR4 antibody was ordered from Boster Biological Technology. p53 antibody was ordered from Santa Cruz Biotechnology, Inc. All other reagents were from Fisher Scientific and used as received unless otherwise noted.

¹H and ¹³C NMR spectra were recorded on a Varian 500 NMR system. LC-MS was performed by using an Agilent 1100 Series apparatus with an LC/MSD trap and Daly conversion dynode detector with UV detection at λ=220, 254, and 280 nm. Chemicals were supplied by Aldrich Chemical, TCI America, and Acros, and were used without further purification. Solvents (HPLC grade) were purchased from various commercial suppliers and used as received. Cyclam was received from Alfa Aesar; cyclen was obtained from Strem Chemicals. Purification of intermediates by HPLC was performed by using the HPLC method after injection of the filtered, crude mixture onto preparative HPLC (Rainin, Dynamax, column: 250 mm Phenomenex C18).