126695-77-0Relevant academic research and scientific papers
Towards a biocompatible artificial lung: Covalent functionalization of poly(4-methylpent-1-ene) (TPX) with cRGD pentapeptide
Moeller, Lena,Hess, Christian,Palecek, Jiri,Su, Yi,Haverich, Axel,Kirschning, Andreas,Draeger, Gerald
, p. 270 - 277 (2013/04/10)
Covalent multistep coating of poly(methylpentene), the membrane material in lung ventilators, by using a copper-free "click" approach with a modified cyclic RGD peptide, leads to a highly biocompatible poly(methylpentene) surface. The resulting modified membrane preserves the required excellent gas-flow properties while being densely seeded with lung endothelial cells.
Chemistry of bifunctional photoprobes. 1. Perfluoroaryl azido functionalized phosphorus hydrazides as novel photoreactive heterobifunctional chelating agents: High efficiency nitrene insertion on model solvents and proteins
Pandurangi,Karra,Katti,Kuntz,Volkert
, p. 2798 - 2807 (2007/10/03)
Synthesis and evaluation of a new class of photochemically activated heterobifunctional chelating agents for protein modification is described. Selective functionalization of perfluoroaryl azides by versatile phosphorus hydrazide ligating systems 2 and 3 for the complexation of transition metals and analogous radiometals form the basis for these new agents. The utility of the photogenerated precursors from these bifunctional agents to form covalent attachments is demonstrated through examination of C-H bond insertion on cyclohexane. Representative amide-coupled phosphorus hydrazides 5 and 6 provide > 78% insertion of the probe into unactivated C-H bonds of cyclohexane with short photolysis times. Photoconjugation of the photoactivable heterobifunctional chelating agent 6 and its Pd metalated analog 7 with HSA is also evaluated. The uncomplexed chelate appears to add to HSA with high efficiency, consistent with the observed 82% bond insertion into model solvents. Covalent attachment of 7, evaluated through the use of 109Pd, was estimated to be between 49% and 74% with the uncertainty arising because of prephotolysis association of the 109Pd complex with HSA. The application of in situ 19F NMR to distinguish between bond insertion and noninsertion processes is demonstrated. These results suggest that functionalized perfluoroaryl azido phosphorus hydrazides may find utility as heterobifunctional photolabeling agents for attaching radionuclides to proteins and antibodies.
New Reagents for Photoaffinity Labeling: Synthesis and Photolysis of Functionalized Perfluorophenyl Azides
Keana, John F. W.,Cai, Sui Xiong
, p. 3640 - 3647 (2007/10/02)
Functionalized perfluorophenyl azides (PFPA) 2-6, 8-12, 14-19, and 21-29 were synthesized, allowing the attachment of PFPA to other molecules for application as photolabels.Two biactive molecules were modified by a PFPA as potential photoaffinity labeling reagents.Photolysis of two representative members was investigated.Photolysis of azide 4 in cyclohexane gave 57 percent of CH insertion product.When photolysis was carried out in the presence of diethylamine as a trapping reagent, it gave 65 percent of NH insertion product, and no ring expansion product was found.The nitro azide 19 showed a shoulder absorption in the longer wavelength compared to azide 4.Azide 19 gave less CH insertion and more aniline products compared to azide 4 when photolyzed in toluene, suggesting that the nitro group accelerates intersystem crossing of the singlet nitrene or the singlet excited azide.Collectively, our results demonstrate that the functionalized PFPA investigated are much better in undergoing CH insertion than their nonfluorinated analogues and suggest that they may constitute an improved series of photolabeling reagents.
