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The aim of the present study is to synthesize new mannosylated dextran derivative that can be labeled with Tc-99m for potential use in sentinel lymph node detection (SLND). The compound was designed to have a dextran with molecular weight of 10 kDa as a backbone, mannose for binding to mannose receptors of the lymph node and S-derivatized cysteine as a suitable chelator for labeling with [99mTc(H2O)3(CO)3]+ precursor. Reaction of allyl bromide with dextran (MW 11800) yielded the intermediate allyl-dextran (1) with about 40% coupling. Addition of cysteine to allyl-dextran resulted in the S-derivatized cysteine, compound DC15 (2). The final product DCM20 (3) was obtained in good yield after in situ hydrolysis and activation of cyanomethyl tetraacetyl-1-thio-d-mannopyranoside and coupling to DC15. All derivatives were purified by ultrafiltration and characterized by NMR. DC15 and DCM20 were quantitatively labeled with 99mTc (>95% radiochemical purity) using the fac-[99mTc(OH2)3(CO)3]+ precursor and ligand co...
| Authors: | I. Pirmettis; Y. Arano; T. Tsotakos; K. Okada; A. Yamaguchi; T. Uehara; M. Morais; J. D. G. Correia; I. Santos; M. Martins; S. Pereira; C. Triantis; P. Kyprianidou; M. Pelecanou; M. Papadopoulos | |
| Journal: | Molecular Pharmaceutics | |
| Year: | 2012 | |
| DOI: | 10.1021/mp300015s | |
| Publication date: | 10-05-2012 |
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