Surface functionalization of a poly(butylene terephthalate) (PBT) melt-blown filtration membrane by wet chemistry and photo-grafting.

The surface functionalization of PBT melt-blown membrane, making up a whole filter of blood components, was achieved via two methods. Hydroxyl chain-end activation by tosylation (method A), followed by coupling of F- and (3)H-tagged molecules (probes), led to 1% of surface derivatization (XPS) and 290 pmol/cm(2) of lysine fixation (LSC). Deposition of O-succinimidyl 4-(p-azido-phenyl)butanoate ("molecular clip") and 2 h irradiation at 254 nm led to the implanting of activated ester functions, randomly on the polymer surface (method B).

{4(S)-(Piperidin-1-ylcarbonyl)-4-[3-(trifluoromethyl)phenylsulfonamido]butyl}guanidinium chloride: a model of a graftable thrombin inhibitor.

In the title compound, C18H27F3N5O3S+.Cl-, the guanidine group forms N-H..

Synthesis and evaluation of a small library of graftable thrombin inhibitors derived from (L)-arginine.

Novel piperazinyl-amide derivatives of N-alpha-(aryl-sulfonyl)-L-arginine were synthesized as graftable thrombin inhibitors, in the context of biomaterials' design. The possible disturbance of biological activity due to a variable spacer-arm fixed on the N-4 piperazinyl position and the introduction of a trifluoromethyl group as XPS (X-ray Photoelectron Spectroscopy) tag on the sulfonamide moiety were evaluated in vitro against human alpha-thrombin. All the compounds of the library were found to be active at the micromolar level, as the reference TAME (N-tosyl-L-arginine methyl ester).

Design, synthesis and evaluation of graftable thrombin inhibitors for the preparation of blood-compatible polymer materials.

Piperazinyl-amide derivatives of N-alpha-(3-trifluoromethyl-benzenesulfonyl)-L-arginine (1) were synthesized as graftable thrombin inhibitors. The possible disturbance of biological activity due to a variable spacer-arm fixed on the N-4 piperazinyl position was evaluated in vitro, against human alpha-thrombin, and in blood coagulation assay. Molecular modelling (in silico analysis) and X-ray diffraction studies of thrombin-inhibitor complexes were also performed.

A practical molecular clip for immobilization of receptors and biomolecules on devices' surface: synthesis, grafting protocol and analytical assay.

Deposition of O-succinimidyl 4-(p-azido-phenyl)butanoate (4) onto inorganic device (FTIR-ATR crystal) or polymer material (filtration membrane) followed by irradiation at 254nm led to surface functionalisation with NHS esters. Further reaction with biomolecules allowed their covalent grafting. The reactivity of the photoactivated surfaces was assayed by two methods: (i) the coupling with 3,5-bis(trifluoromethyl)benzylamine (7) and subsequent XPS analysis; (ii) the coupling with 4,5-bis-tritiated lysine (10) and subsequent LSC measurement of the radioactivity.