Dysprosium(III)-diethylenetriaminepentaacetate complexes of aminocyclodextrins as chiral NMR shift reagents

Chiral Reagents for the Determination of Enantiomeric Excess and Absolute Configuration Using NMR Spectroscopy

“…8). 72 Addition of Dy(III) to the CD-DTPA species caused shifts in the NMR spectra of substrates. In several instances the enantiomeric discrimination was greater than that observed with native cyclodextrins or a similar system in which the DTPA ligand was attached through a longer ethylenediamine tether.…”

Carboxymethylated cyclodextrin derivatives as chiral NMR discriminating agents

“…[1][2][3][4][5][6][7][8][9][10][11][12][13][14][15][16][17][18][19][20] Subsequent work showed that the small degree of enantiomeric discrimination, that is often observed in the spectrum of substrates in the presence of cyclodextrins, can be enhanced by coupling a paramagnetic lanthanide ion to the system. [21][22][23] Covalent attachment of a diethylenetriaminepentaacetic acid moiety to the cyclodextrin through an amide bond provided the lanthanide binding site.…”

Synthesis and Characterization of Ligands and their Gadolinium(III) Complexes

“…However, excess of DTPA-bis(anhydride) can be easily employed in situations, when the product is easily separable, for example, by ultrafiltration/centrifugation or if crystallizes easily; it is the case of grafting the ligands to nanoparticles [67], porphyrines [58], cyclodextrins [68] (but in the last case, the equimolar amount of the reagents also gives reasonable yields [69]). Excess of DTPA-bis(anhydride) was also used for conjugation of DTPA-based chelating unit to dendrimers [70] or biologically active proteins as avidin [71,72] or antibodies [73], and to, for example, S-(2-aminoethylthio)-2-thiopyridine, affording bifunctional derivative bearing protected disulfide moiety in the side-chain [74].…”