Avidin-biotin system: a small library of cysteine biotinylated derivatives designed for the [Tc-99m(N)(PNP)](2+) metal fragment (Articolo in rivista)

Type
Label
  • Avidin-biotin system: a small library of cysteine biotinylated derivatives designed for the [Tc-99m(N)(PNP)](2+) metal fragment (Articolo in rivista) (literal)
Anno
  • 2007-01-01T00:00:00+01:00 (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#doi
  • 10.1016/j.nucmedbio.2007.04.006 (literal)
Alternative label
  • Bolzati C; Caporale A; Agostini S; Carta D; Cavazza-Ceccato M; Refosco F; Tisato F; Schievano E; Bandoli G (2007)
    Avidin-biotin system: a small library of cysteine biotinylated derivatives designed for the [Tc-99m(N)(PNP)](2+) metal fragment
    in Nuclear medicine and biology
    (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#autori
  • Bolzati C; Caporale A; Agostini S; Carta D; Cavazza-Ceccato M; Refosco F; Tisato F; Schievano E; Bandoli G (literal)
Pagina inizio
  • 511 (literal)
Pagina fine
  • 522 (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#url
  • http://www.sciencedirect.com/science/article/pii/S0969805107000984 (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#numeroVolume
  • 34 (literal)
Rivista
Note
  • Scopu (literal)
  • ISI Web of Science (WOS) (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#affiliazioni
  • (1, 6,7) ICIS CNR, I-35127 Padua, Italy (2-5, 8,9) Università Padova, Dipartimento di Scienze Farmaceutiche, I-35131 Padova, Italy Univ Padua, Dept Chem Sci, I-35131 Padua, Italy (literal)
Titolo
  • Avidin-biotin system: a small library of cysteine biotinylated derivatives designed for the [Tc-99m(N)(PNP)](2+) metal fragment (literal)
Abstract
  • Using the avidin-biotin system as model, we investigate here the effective application of [Tc(N)L(PNP)](+/0) technology (L =N-functionalized cysteine [O-,S-]; PNP=aminodiphosphine) to the preparation of target-specific radiopharmaceuticals. A series of Tc-99m-nitrido complexes containing functionalized biotin ligands was prepared and their biological profile was determined. To minimize the steric and the electronic influences of the Tc-carrying complex on the biotin-avidin receptor interaction, the following N-functionalized cysteine-biotin derivatives were synthesized: (1) Biot-CysOSH; (2) Biot-Abu-CysOSH; (3) Biot-Abz-CysOSH (4) BiOt-L(Ac)Lys-CysOSH; (5) BiOt-D-(Ac)Lys-CysOSH; (6) Biot-Glu-CysOSH. The asymmetrical nitrido-Tc(V) Tc-99g/99m(N)(Biot-X-CysOS)(PNP3) (X=spacer) complexes, where PNP3 was N,N-bis-[(dimethoxypropyl)phosphinoethyl] methoxy-etbylamine, were obtained by simultaneous addition of PNP3 and the relevant biotinylated ligand to a solution containing a Tc-99m-nitrido precursor (yields > 95%). In all cases, a mixture of syn- and anti isomers was observed. In vitro challenge experiments with glutathione and cysteine indicated that no transchelation reactions occurred. Assessment of the in vitro binding to avidin of the complexes revealed that only the complexes containing Biot-Abu-CysOS and Biot-Glu-CysOS ligand maintained a good affinity for the concentrator. Stability studies carried out in human and mouse plasma as well as in rat and mouse liver homogenate evidenced a rapid enzymatic degradation for the (99m), Tc(N)(Biot-Abu-CysOS)(PNP3) complex, whereas the Tc-99m(N)(Biot-Glu-CysOS)(PNP3) one was stable in all conditions. Tissue biodistribution in nonmal Balb/C mice of the most stable candidate showed a rapid clearance both from the blood and the other tissues. The activity was eliminated both through the hepatobiliary system and the urinary tract. (literal)
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