TY - JOUR
T1 - Synthesis of bifunctional chelating agents based on mono and diphosphonic derivatives of diethylenetriaminepentaacetic acid
AU - Giovenzana, Giovanni B.
AU - Guanci, Claudia
AU - Demattio, Silvia
AU - Lattuada, Luciano
AU - Vincenzi, Veronica
PY - 2014/8/12
Y1 - 2014/8/12
N2 - Bifunctional chelating agents (BFCAs) are small molecules containing a chelating unit, able to strongly coordinate a metal ion, and a reactive functional group, devised to form a stable covalent bond with another molecule. BFCAs are widely employed since their conjugation to a suitable biomolecule (e.g., a peptide or an antibody) allows the synthesis of diagnostic or therapeutic agents that specifically target diseased tissue with metals or radiometals. For this reason, BFCAs find application in diagnostic imaging, molecular imaging, and radiotherapy of cancer. The synthesis of new BFCAs based on a diethylenetriaminepentaacetic acid (DTPA) structure in which one or two carboxylic groups are replaced with phosphonic units is described. The phosphonic group, aside from being a classical isostere of the carboxylic acid in coordination chemistry, allows to modulate the physico-chemical properties of the ligands and of the corresponding complexes.
AB - Bifunctional chelating agents (BFCAs) are small molecules containing a chelating unit, able to strongly coordinate a metal ion, and a reactive functional group, devised to form a stable covalent bond with another molecule. BFCAs are widely employed since their conjugation to a suitable biomolecule (e.g., a peptide or an antibody) allows the synthesis of diagnostic or therapeutic agents that specifically target diseased tissue with metals or radiometals. For this reason, BFCAs find application in diagnostic imaging, molecular imaging, and radiotherapy of cancer. The synthesis of new BFCAs based on a diethylenetriaminepentaacetic acid (DTPA) structure in which one or two carboxylic groups are replaced with phosphonic units is described. The phosphonic group, aside from being a classical isostere of the carboxylic acid in coordination chemistry, allows to modulate the physico-chemical properties of the ligands and of the corresponding complexes.
KW - Bifunctional chelating agents
KW - Conjugation
KW - Contrast agents
KW - DTPA
KW - Metal complexation
UR - http://www.scopus.com/inward/record.url?scp=84902285096&partnerID=8YFLogxK
U2 - 10.1016/j.tet.2014.05.030
DO - 10.1016/j.tet.2014.05.030
M3 - Article
SN - 0040-4020
VL - 70
SP - 4809
EP - 4813
JO - Tetrahedron
JF - Tetrahedron
IS - 32
ER -