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|標題:||Conformational freeze for the ethylene glycol backbone of 1,2-ethylene-di-N-n-propylcarbamate in the Triton X-100 mixed micelle||作者:||Chiou, S.Y.
|關鍵字:||pseudomonas-species lipase||Project:||Journal of Physical Chemistry C||期刊/報告no：:||Journal of Physical Chemistry C, Volume 112, Issue 7, Page(s) 2325-2329.||摘要:||
For the first time, four (eclipsed-(O,O)-, gauche-, anti-, and eclipsed-(O,H)-) conformations of the ethylene glycol backbone of 1,2-ethylene-di-N-n- propylcarbarnate (1) are detected in the mixed micelle of Triton X-100 and compound 1 from 600 MHz H-1 NMR. Compound 1 is synthesized as a short-chain analog of glycerol lipid to probe the conformation of the ethylene glycol backbone of compound I in the Triton X-100 mixed micelle. From the 600 MHz H-1 NMR study, the singlet at 4.26 ppm for the ethylene protons of compound I splits into four signals (3.68 and 3.70 (AX), 4.15 (quartet), 4.26 (singlet), and 4.30 (singlet)) after formation of the mixed micelle with Triton X-100. These four signals are assigned as the ethylene protons of the eclipsed(0,H)-, gaitche-, anti-, and eclipsed- (0,O)-conformations of the ethylene glycol backbone of compound 1 in the Triton X-100 mixed micelles, respectively. The population of gauche and anti conformations depends on the concentration of compound I in the Triton X-100 mixed micelle. Furthermore, the population of anti conformation is proportional but that of the gauche conformation is inversely proportional to the concentration of compound I in the Triton X-100 mixed micelle. Therefore, these four conformers of compound 1 are apparently trapped in the Triton X-100 mixed micelle. Alternatively, the major conformation of the ethylene glycol backbones of Triton X-100 is proposed as the gauche conformation in the mixed micelle because most ethylene glycol moieties of Triton X-100 curl in the mixed micelle and show a quartet at 3.65 ppm.
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