Molecular Recognition in Cyclodextrin Complexes of Amino Acid Derivatives:  The Effects of Kinetic Energy on the Molecular Recognition of a Pseudopeptide in a Nonconstraining Host Environment as Revealed by a Temperature-Dependent Crystallographic Study

2006 ◽  
Vol 110 (51) ◽  
pp. 26375-26387 ◽  
Author(s):  
Joanna L. Clark ◽  
Jessica Peinado ◽  
John J. Stezowski ◽  
Robert L. Vold ◽  
Yuanyuan Huang ◽  
...  
Keyword(s):  
Amino Acid ◽  
Kinetic Energy ◽  
Molecular Recognition ◽  
Amino Acid Derivatives ◽  
Temperature Dependent ◽  
Cyclodextrin Complexes ◽  
Host Environment ◽  
Crystallographic Study

Complexation of Fluorinated Amino Acid Derivatives by β- and γ-Cyclodextrin in Aqueous Solution. A 19F Nuclear Magnetic Resonance Study

1995 ◽  
Vol 48 (3) ◽  
pp. 505 ◽  
Author(s):  
SE Brown ◽  
CJ Easton ◽  
SF Lincoln
Keyword(s):  
Aqueous Solution ◽  
Amino Acid ◽  
Nuclear Magnetic Resonance Study ◽  
Amino Acid Derivatives ◽  
Magnetic Resonance Study ◽  
Cyclodextrin Complexes ◽  
Factors Affecting ◽  
Chemical Shift Data ◽  
Shift Data ◽  
Insight Into

A 19F n.m.r. study shows that the β-cyclodextrin complexes of deprotonated α-(p- fluorophenyl ) glycine, N-acetyl-α-(p- fluorophenyl ) glycine , deprotonated N-acetyl-α-(p- fluorophenyl ) glycine , and N-(p- fluorobenzoyl ) valine are characterized by stability constants KR/dm3 mol-1 and Ks/dm3 mol-1 =13�2 and 21�3, 34�1 and 35�2, 12�1 and 12� 1, and 84�2 and 93�2, respectively, where the first and second of each pair of values refers to the complex formed by the R and S enantiomers of the fluorinated amino acid derivatives, respectively, in 10% aqueous D2O solution at 295.5 K and I = 0.10 mol dm-3. A comparison of these data and the associated 19F chemical shift data with those for the analogous α- and γ- cyclodextrin complexes provides an insight into the factors affecting the stabilities and structures of these complexes.

Unraveling the Molecular Recognition of Amino Acid Derivatives by a Pseudopeptidic Macrocycle: ESI-MS, NMR, Fluorescence, and Modeling Studies

2009 ◽  
Vol 74 (16) ◽  
pp. 6130-6142 ◽  
Author(s):  
Ignacio Alfonso ◽  
M. Isabel Burguete ◽  
Francisco Galindo ◽  
Santiago V. Luis ◽  
Laura Vigara
Keyword(s):  
Amino Acid ◽  
Molecular Recognition ◽  
Amino Acid Derivatives ◽  
Esi Ms ◽  
Modeling Studies
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