The presence of metal ions into a biological environment is of particular interest for the diagnosis and the activity of several biologically active compounds; the development of Ca2+ receptors is of general interest, also for the design of new sensors, that are extremely important in the study of biological matrixes. We have recently demonstrate that Ac-D-Oxd-L-Ala-OBn show a strong attitude to chelate calcium ions, probably owing to the presence of the carboxyoxazolidin-2-one moiety that facilitates its chelation propensity. Furthermore we analyzed the preferential conformations of some oligomers having general formula Boc-(L-Ala-D-Oxd)n-OR and we could demonstrate that these molecules adopt a well defined secondary structure, that is a beta-bend ribbon spiral, a subtype of the 310-helix. Here we want to show the synthesis of some cyclic pseudopeptides, having general formula cyclo-[(L-Ala-D-Oxd)2-L-Xaa-D-Oxd] (where = L-Xaa is L-Ala or L-Lys) and their attitude to form chelation complexes with divalent ions, such as Mg2+, Ca2+ and Cu2+ . The chelation “skill” is evaluated by analysis of solutions containing the cyclic peptides and divalent ions with a mass spectrometer equipped with an electrospray detector (ESI-MS).
G. Angelici, C. Tomasini (2006). Preparation of oxazolidin-2-ones containing pseudopeptides and their use in the chelation of bivalent metal ions. s.l : s.n.
Preparation of oxazolidin-2-ones containing pseudopeptides and their use in the chelation of bivalent metal ions
ANGELICI, GAETANO;TOMASINI, CLAUDIA
2006
Abstract
The presence of metal ions into a biological environment is of particular interest for the diagnosis and the activity of several biologically active compounds; the development of Ca2+ receptors is of general interest, also for the design of new sensors, that are extremely important in the study of biological matrixes. We have recently demonstrate that Ac-D-Oxd-L-Ala-OBn show a strong attitude to chelate calcium ions, probably owing to the presence of the carboxyoxazolidin-2-one moiety that facilitates its chelation propensity. Furthermore we analyzed the preferential conformations of some oligomers having general formula Boc-(L-Ala-D-Oxd)n-OR and we could demonstrate that these molecules adopt a well defined secondary structure, that is a beta-bend ribbon spiral, a subtype of the 310-helix. Here we want to show the synthesis of some cyclic pseudopeptides, having general formula cyclo-[(L-Ala-D-Oxd)2-L-Xaa-D-Oxd] (where = L-Xaa is L-Ala or L-Lys) and their attitude to form chelation complexes with divalent ions, such as Mg2+, Ca2+ and Cu2+ . The chelation “skill” is evaluated by analysis of solutions containing the cyclic peptides and divalent ions with a mass spectrometer equipped with an electrospray detector (ESI-MS).I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
