13287-38-2Relevant academic research and scientific papers
Judging on host-guest binding mode uniqueness: Association entropy as an indicator in enantioselection
Jadhav, Vinod D.,Schmidtchen, Franz P.
, p. 2329 - 2332 (2006)
Supramolecular enantiodifferentiation was studied by isothermal titration calorimetry in an effort to address the order-disorder distinction in the diastereomeric complexes formed from a chiral macrocyclic host and enantiomeric carboxylates. As a result,
AAZTA-based bifunctional chelating agents for the synthesis of multimeric/dendrimeric MRI contrast agents
Gugliotta, Giuseppe,Botta, Mauro,Tei, Lorenzo
experimental part, p. 4569 - 4574 (2010/12/18)
Monomeric and dimeric bifunctional chelates based on the AAZTA (6-amino-6-methylperhydro-1,4-diazepinetetraacetic acid) platform bearing arylamino and isothiocyanate groups for conjugation to biomolecules were synthesised. Both systems were used for the p
A novel synthesis of chiral guanidinium receptors and their use in unfolding the energetics of enantiorecognition of chiral carboxylates
Jadhav, Vinod D.,Schmidtchen, Franz P.
, p. 1077 - 1087 (2008/09/18)
(Chemical Equation Presented) A novel synthetic route to the versatile chiral bicyclic guanidinium building block is described making use of L-methionine as a starting material from the natural chiral pool. Furthermore, the synthetic elaboration of this building block is shown in the construction of macrocyclic and open chain hosts, respectively. The host design employs urea functions as the connecting units and supplementary anchor groups for the complexation of anions. The binding studies of these hosts with various chiral and achiral oxoanions are performed by isothermal titration calorimetry. A trend analysis of the binding energetics in an ensemble of structurally similar guests discloses the importance of geometrical confinement of the guest. Association entropy rather than free energy (affinity) is identified as an indicator of structural uniqueness needed to distinguish configurational isomers in the recognition of enantiomeric carboxylates by the chiral guanidinium hosts.
