864719-80-2Relevant academic research and scientific papers
A novel approach for the evaluation of positive cooperative guest binding: Kinetic consequences of structural tightening
Carrillo, Romen,Morales, Ezequiel Q.,Martín, Víctor S.,Martín, Tomás
supporting information, p. 7042 - 7048 (2013/07/04)
Cooperativity is one of the most relevant features displayed by biomolecules. Thus, one of the challenges in the field of supramolecular chemistry is to understand the mechanisms underlying cooperative binding effects. Traditionally, cooperativity has been related to multivalent receptors, but Williams etal. have proposed a different interpretation based on the strengthening of noncovalent interactions within receptors upon binding. According to such an interpretation, positive cooperative binding operates through structural tightening. Hence, a quite counterintuitive kinetic behavior for positively cooperative bound complexes may be postulated: the more stable the complex, the slower it is formed. Such a hypothesis was tested in a synthetic system in which positive cooperative binding was previously confirmed by calorimetric experiments. Indeed, a linear correlation between the thermodynamics (ΔG°) and the kinetics (ΔG≠) of guest binding confirmed the expected behavior. These distinctive kinetics provide solid evidence of positive cooperative guest binding, which is particularly useful bearing in mind that kinetic experiments are frequently and accurately carried out in both synthetic and biological systems. Copyright
Correlation between conformational equilibria of free host and guest binding affinity in non-preorganized receptors
Carrillo, Romen,Morales, Ezequiel Q.,Martin, Victor S.,Martin, Tomas
, p. 7785 - 7795 (2013/09/12)
Positive cooperativity between host conformational equilibria and guest binding has been widely reported in protein receptors. However, reported examples of this kind of cooperativity in synthetic hosts are scarce and largely serendipitous, among other th
Quantification of a CH-π interaction responsible for chiral discrimination and evaluation of its contribution to enantioselectivity
Carrillo, Romen,Lopez-Rodriguez, Matias,Martin, Victor S.,Martin, Tomas
supporting information; experimental part, p. 7803 - 7808 (2010/04/02)
Good things come in small interactions: The high chiral discrimination displayed by a new receptor with ammonium salts of aromatic a-amino acid methyl esters is mainly the result of one of the weakest noncovalent interactions, the CH-π interaction (see pi
Concise stereoselective synthesis of cis-3-alkoxy-2-carbomethoxy medium-ring oxacycles from (R)-3-(3-butenyl)-4-propynoyloxazolidin-2-one
Sato, Daisuke,Fujiwara, Kenshu,Kawai, Hidetoshi,Suzuki, Takanori
, p. 1514 - 1517 (2008/09/19)
A concise process for the stereoselective synthesis of chiral cis-3-alkoxy-2-carbomethoxy medium-ring oxacycles from (R)-3-(3-butenyl)-4-propynoyloxazolidin-2-one (1) was developed. The process includes five major steps: (i) hetero-Michael reaction betwee
Synthesis and cation complexation properties of new macrolides
Carrillo, Romen,Martín, Victor S.,López, Matías,Martín, Tomás
, p. 8177 - 8191 (2007/10/03)
The cis-2-alkyl-3-oxy-tetrahydropyran unit as a novel structure for the design and synthesis of a new type of ionophores with C2-symmetry is reported. The synthesis of seven different macrolides and a crown ether and their cation complexation p
