Direct composition analysis of a dynamic library of imines in an aqueous medium

European Journal of Organic Chemistry

Volumn , Issue 24, 2006, Pages 5441-5444

  Zameo, Sandrine ^a   Vauzeilles, Boris ^a   Beau, Jean Marie ^a  

^a CNRS   (France)

Author keywords

Carbohydrates; Combinatorial chemistry; Imines; Molecular recognition; Self assembly

Indexed keywords

EID: 33845933424     PISSN: 1434193X     EISSN: 10990690     Source Type: Journal    
DOI: 10.1002/ejoc.200600859     Document Type: Article

References (26)

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18. In this study, the terms aldehyde and imine are used for any species in fast equilibrium with the true aldehyde and the true imine, respectively, including hydrate and hemiaminals. An NMR study performed at a higher concentration showed, however, the aldehyde and the imine as the sole detectable species.
19. [5] the other imines were also slightly amplified.
20. The eluent contained 0.1% TFA, which resulted in a fast denaturation of the enzyme and the release of any bound product on the column. This precluded any composition analysis biased by the enzyme.
21. S. R. Stone, J. F. Morrison, Biochim. Biophys. Acta 1983, 745, 237.
22. The molar extinction coefficient of imine A·1 at 322 nm was estimated as approximately 1.6-fold the molar extinction coefficient of amine A.
23. The amplification factor is defined as the ratio of the total (bound + free) imine concentration in the presence of the target versus the corresponding concentration in the absence of the target.
24. [5] slightly lower estimates can be calculated by numerical resolution, namely 0.13 and 0.10 mM.
25. [6] no hemiaminal could be detected by NMR, which suggests that the amplified species is indeed the corresponding imine.
26. [5] no redistribution of the imines in the presence of the lysozyme was observed with such a library.